I don't think it correct to say Jesus was "sin-filled."
He was the sinless Son of God, and the reason God accepts His offering of Himself is precisely because He was without sin, hence there is a "free accreditation" (so to speak) available to someone else.
Remember - I'm not saying Jesus sinned, but rather that he had all of our sin laid upon him:
2 Corinthians 5:21 (NASB)
He made Him who knew no sin [to be] sin on our behalf, so that we might become the righteousness of God in Him.
Galatians 3:13
Christ redeemed us from the curse of the Law, having become a curse for us—for it is written, “CURSED IS EVERYONE WHO HANGS ON A TREE”—
Isaiah 53:6
All of us like sheep have gone astray, Each of us has turned to his own way; But the LORD has caused the iniquity of us all To fall on Him.
Christ emptied Himself of His fullness to become a man. He also became obedient to death – remember death comes after sin and is the just punishment (wage) for sin. Jesus allowed Himself to be crucified on a cross (on a tree). Remember He said He could call 12 legions of angels to come and protect Him (Matthew 26:53), but He allowed Himself to be taken and killed. Through crucifixion on a tree (a cross), He became a curse for us (remember also the sky turned dark at His death). The sin laid upon Him caused God to look away from Him and forsake Him. I am not saying that Jesus sinned, but rather that He became sin and Abraham became righteous in this great, redemptive exchange. Some might object – “But that would mean that Jesus, cursed and sin-filled, couldn’t lift Himself out of hell. He would be stuck there!” Yes. That is true. That was quite the leap of faith on Jesus’ part, wasn’t it? Do you recall when Moses lifted up the bronze serpent that all who looked upon it were healed?
Numbers 21:8
Then the LORD said to Moses, “Make a fiery serpent, and set it on a standard; and it shall come about, that everyone who is bitten, when he looks at it, he will live.”
That was a type and shadow for Christ. Christ became sin (represented by the serpent) on that cross – our sin. Those who look upon this sacrifice will be healed. Healing is what Christ came do. Jesus was fully God, but he was also fully man. As fully man, when God laid the sin of the world upon him on that cross, he contained in his flesh the fullness of our sin. As such, he no longer had any righteousness in and of himself.
I don't view it that way: Jesus could die in the stead of the sinner because there was no sin that could be charged to His account.
In order for the "exchange" to occur, we were credited with Jesus' righteousness and Jesus was credited with our sin. Otherwise, no redemption for sin took place, and the sin is still unjustified. At some literal point, God has to see us as righteous and God had to see Christ as sin-filled.
Mar 15:34
At the ninth hour Jesus cried out with a loud voice, “ELOI, ELOI, LAMA SABACHTHANI?” which is translated, “MY GOD, MY GOD, WHY HAVE YOU FORSAKEN ME?”
What would cause God to turn away from and forsake Jesus? He died under the curse, he had our iniquity laid upon him. Without God's promise that he would inherit his own righteousness again through faith in the gospel, Jesus was lost. Or do you suppose that, because he hadn't sinned, he could simply take up his own righteousness again? If that was the case, as soon as he did, we would take up again our sin. There were no refunds in the Great Exchange! Jesus proved salvation by grace through faith works by becoming the first raised "through the blood of the eternal covenant" (the covenant given to Abraham in Genesis 15-17). He is the firstborn of the dead - the first in THE resurrection. He did it the same way we are expected to do it. What spectacular confidence we can have in this way of salvation because of that. This is the only legal way it can happen... otherwise God is pulling righteousness out of thin air and there is no justice for sin.
Consider also this is the mechanism for eternal life in the resurrection:
Romans 8:3
For what the Law could not do, weak as it was through the flesh, God did: sending His own Son in the likeness of sinful flesh and as an offering for sin, He condemned sin in the flesh,
4 so that the requirement of the Law might be fulfilled in us, who do not walk according to the flesh but according to the Spirit.
God condemns sin in the flesh. In a manner of speaking, our sin is banished from our spirit and exiled to our flesh (remember if Christ is in you, the spirit is alive, and the flesh is dead). Our spirit then is a righteous, inner man (as Paul described a couple of verses prior in Romans 7). The Bible says our condemned, sinful, outer flesh, however, fulfills the requirement of The Law. I suggest to you that there are two ways to “fulfill” the law. The first way (the way Jesus did it) was to keep the law perfectly and never sin and be qualified as righteous. The second way, however, is to break the law and then suffer the penalty for breaking the law (the wages of sin is death). In both circumstances, the law is fulfilled.
Does this leave us without a body for the rest of eternity? Paul talks about resurrection of the body in 1 Corinthians 15.
1Corinthians 15:35
But someone will say, “How are the dead raised? And with what kind of body do they come?”
[[verses 36-41 talk about a seed first dying and being buried in the ground before it changes into another form – the form of the plant which looks different from the seed]]
42 So also is the resurrection of the dead. It is sown a perishable body, it is raised an imperishable body;
44 it is sown a natural body, it is raised a spiritual body. If there is a natural body, there is also a spiritual body.
50 Now I say this, brethren, that flesh and blood cannot inherit the kingdom of God; nor does the perishable inherit the imperishable.
52 in a moment, in the twinkling of an eye, at the last trumpet; for the trumpet will sound, and the dead will be raised imperishable, and we will be changed.
53 For this perishable must put on the imperishable, and this mortal must put on immortality.
Paul makes an important point at the end of 1 Corinthians 15. This idea of the flesh fulfilling the law on behalf of the spirit (which was infused with the righteousness of Christ through kinship with Abraham in order to “survive” the death of the body) is the mechanism whereby death is finally destroyed by God.
1Corinthians 15:26
The last enemy that will be abolished is death.
1Corinthians 15:54
But when this perishable will have put on the imperishable, and this mortal will have put on immortality, then will come about the saying that is written, “DEATH IS SWALLOWED UP in victory.
55 “O DEATH, WHERE IS YOUR VICTORY? O DEATH, WHERE IS YOUR STING?”
56 The sting of death is sin, and the power of sin is the law;
Romans 6:5
For if we have become united with Him in the likeness of His death, certainly we shall also be in the likeness of His resurrection,
6 knowing this, that our old self was crucified with Him, in order that our body of sin might be done away with, so that we would no longer be slaves to sin;
7 for he who has died is freed from sin.
Romans 7:1
Or do you not know, brethren (for I am speaking to those who know the law), that the law has jurisdiction over a person as long as he lives?
4 Therefore, my brethren, you also were made to die to the Law through the body of Christ, so that you might be joined to another, to Him who was raised from the dead, in order that we might bear fruit for God.
So by our bodies dying, and our righteous spirit living on in the absence of the body, when the body is resurrected at the last trumpet, it will never be subject to sin and death again, for it will have already fulfilled that law by dying and once it's fulfilled the law, it is no longer subject to it.