2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester

Base Information

• Chemical Name: 2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester
• CAS No.: 161006-88-8
• Molecular Formula: C₂₀H₂₅N₆O₈P
• Molecular Weight: 508.428
• Mol file: 161006-88-8.mol

Synonyms:2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester

Chemical Property of 2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester

There total 5 articles about 2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester 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: 80.0%

(S)-2-{[(2S,3S,5R)-3-Azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-mercapto-phosphorylamino}-3-phenyl-propionic acid methyl ester (320725-63-1) → 2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester (161006-88-8)

Guidance literature:

With Oxone;

DOI:10.1016/S0040-4039(00)01635-X

Reference yield: 64.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + 3'-azido-3'-dideoxythymidin-5'-yl H-phosphonate triethylammonium salt → 2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester (161006-88-8)

Guidance literature:

3'-azido-3'-dideoxythymidin-5'-yl H-phosphonate triethylammonium salt; With pyridine; chloro-trimethyl-silane; for 0.0833333h;

With iodine; In pyridine; for 0.0833333h;

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride; With triethylamine; In pyridine; for 0.0833333h; Further stages.;

DOI:10.1021/jm000110g

Reference yield:

(S)-2-[[(2S,3S,5R)-3-Azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-(4-bromo-phenoxy)-phosphorylamino]-3-phenyl-propionic acid methyl ester → 4-bromo-phenol (106-41-2) + 2(S)-(3-deoxy-3-azidothymidyl(hydroxy)phosphorylamino)-3-phenylpropionic acid methyl ester (161006-88-8)

Guidance literature:

With Candida antarctica lipase B; In methanol; water; Further Variations:; Reagents; Enzyme kinetics;

DOI:10.1016/j.bmc.2005.04.083

upstream raw materials:

(S)-2-{[(2S,3S,5R)-3-Azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-mercapto-phosphorylamino}-3-phenyl-propionic acid methyl ester

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

methyl (2S)-2-amino-3-phenylpropanoate

(S)-3-Phenyl-2-(2-thioxo-2λ⁵-[1,3,2]oxathiaphospholan-2-ylamino)-propionic acid methyl ester