benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate

Base Information

• Chemical Name: benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate
• CAS No.: 106019-45-8
• Molecular Formula: C₂₀H₂₆NO₅P
• Molecular Weight: 391.404
• Mol file: 106019-45-8.mol

Synonyms:benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate

Chemical Property of benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate

There total 12 articles about benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

dibenzyl [(R,S)-1-(benzyloxycarbonylamino)pentyl]phosphonate (1043504-42-2) → benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate (106019-45-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In toluene; at 80 ℃; for 8h;

DOI:10.1016/j.tetlet.2008.05.028

Reference yield: 90.0%

benzyl ((R,S)-1-{[(benzyloxy)carbonyl]amino}pent-1-yl)phosphinate → benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate (106019-45-8)

Guidance literature:

With sodium periodate; In 1,4-dioxane; water; at 20 ℃; for 12h;

DOI:10.1007/s00726-010-0561-z

Reference yield:

[1-[[(phenylmethoxy)carbonyl]amino]pentyl]phosphinic acid (106019-41-4,118636-65-0) → benzyl hydrogen [(R,S)-1-(benzyloxycarbonylamino)pent-1-yl]phosphonate (106019-45-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexylcarbodiimide, N,N-dimethylaminopyridine / tetrahydrofuran / 2 h / Ambient temperature

2: sodium metaperiodate / dioxane; H₂O / 16 h / Ambient temperature

With dmap; sodium periodate; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1016/S0040-4039(00)84364-6

upstream raw materials:

[1-[[(phenylmethoxy)carbonyl]amino]pentyl]phosphinic acid

benzyl alcohol

dibenzyl [(R,S)-1-(benzyloxycarbonylamino)pentyl]phosphonate

[(R,S)-1-(benzyloxycarbonylamino)pentyl]phosphonic acid

Downstream raw materials:

benzyl (2S)-2-[({[(R,S)-1-benzyloxycarbonylaminopentyl(benzyloxy)phosphoryl]oxy}acetyl)amino]-3-methylbutanoate

benzyl (2S)-2-{[(2S)-2-{[(R,S)-1-benzyloxycarbonylaminopentyl(benzyloxy)phosphoryl]oxy}propanoyl]amino}-3-methylbutanoate

methyl {[(R,S)-1-benzyloxycarbonylaminopentyl(benzyloxy)phosphoryl]oxy}acetate

(2S)-2-{[(R,S)-1-benzyloxycarbonylaminopentyl(benzyloxy)phosphoryl]oxy}propionamide