(2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

Base Information

• Chemical Name: (2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester
• CAS No.: 141243-34-7
• Molecular Formula: C₂₆H₂₃N₅O₃
• Molecular Weight: 453.5

Synonyms:(2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

Chemical Property of (2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

Chemical Property:

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Technology Process of (2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester

There total 6 articles about (2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-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: 89.0%

(2'S,3'R,4R)-3-[2'-azido-3'-hydroxy-3'-(N-(triphenylmethyl)imidazol-4''-yl)propanoyl]-4-isopropyl-2-oxazolidinone (121895-46-3) → (2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester (141243-34-7)

Guidance literature:

With potassium tert-butylate; In methanol;

Reference yield: 60.0%

methanol (67-56-1) + (2'S,3'R,4R)-3-[2'-azido-3'-hydroxy-3'-(N-(triphenylmethyl)imidazol-4''-yl)propanoyl]-4-isopropyl-2-oxazolidinone (121895-46-3) → (2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester (141243-34-7)

Guidance literature:

With sodium methylate; at 0 ℃; for 0.0833333h;

DOI:10.1021/ja00092a011

Reference yield: 60.0%

methanol (67-56-1) + 3-[(2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionyl]-4-isopropyl-oxazolidin-2-one → (2S,3R)-2-Azido-3-hydroxy-3-(1-trityl-1H-imidazol-4-yl)-propionic acid methyl ester (141243-34-7)

Guidance literature:

With sodium methylate; In methanol; at 0 ℃; for 0.0833333h;

DOI:10.1021/jo00042a003

upstream raw materials:

methanol

(2'S,3'R,4R)-3-[2'-azido-3'-hydroxy-3'-(N-(triphenylmethyl)imidazol-4''-yl)propanoyl]-4-isopropyl-2-oxazolidinone

(4R,3'R,2'R)-3-<2'-bromo-3'-hydroxy-(N-(triphenylmethyl)imidazol-4''-yl)propanoyl>-4-isopropyl-2-oxazolidinone

(1-tritylimidazol-4-yl)carboxaldehyde

Downstream raw materials:

erythro-N^?-Triphenylmethyl-β-hydroxy-L-histidinmethylester

N^α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidine

N^α-((benzyloxy)carbonyl)-erythro-β-hydroxy-L-histidine methyl ester

erythro-N^4a-((tert-butyloxy)carbonyl)-N^im-(triphenylmethyl)-β-hydroxy-L-histidine methyl ester

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