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

Base Information

• Chemical Name: 2(S)-(hydroxy(3-deoxy-3-azidothymidyl)phosphorylamino)-3-(3-indolyl)propionic acid methyl ester
• CAS No.: 168478-36-2
• Molecular Formula: C₂₂H₂₆N₇O₈P
• Molecular Weight: 547.464
• Mol file: 168478-36-2.mol

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

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

Chemical Property:

Purity/Quality:

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

There total 1 articles about 2(S)-(hydroxy(3-deoxy-3-azidothymidyl)phosphorylamino)-3-(3-indolyl)propionic 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:

(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-(1H-indol-3-yl)-propionic acid methyl ester → 4-bromo-phenol (106-41-2) + 2(S)-(hydroxy(3-deoxy-3-azidothymidyl)phosphorylamino)-3-(3-indolyl)propionic acid methyl ester (168478-36-2)

Guidance literature:

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

DOI:10.1016/j.bmc.2005.04.083

Reference yield:

2(S)-(hydroxy(3-deoxy-3-azidothymidyl)phosphorylamino)-3-(3-indolyl)propionic acid methyl ester (168478-36-2) + methyl iodide (74-88-4) → (S)-2-{[(2S,3S,5R)-3-Azido-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethoxy]-methoxy-phosphorylamino}-3-(1H-indol-3-yl)-propionic acid methyl ester

Guidance literature:

With Dowex 50W (Bu₄N⁺) column; Yield given. Multistep reaction; 1.) water, 2.) acetonitrile, reflux, 6 h;

DOI:10.1021/jm960694f