(2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester

Base Information

Chemical Name:(2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester
CAS No.:760968-12-5
Molecular Formula:C₁₉H₁₈N₄O₅S
Molecular Weight:414.442
Hs Code.:

Synonyms:(2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester

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Chemical Property of (2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester

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Technology Process of (2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester

There total 3 articles about (2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-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:

: 464200-92-8
(E)-methyl 3-(1-tosyl-1H-indol-3-yl)acrylate

: 760968-12-5
(2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / K₂OsO₂(OH)2; potassium ferricyanide; potassium carbonate / (DHQ)2PHAL; methanesulfonamide / 2-methyl-propan-2-ol; H₂O / 15 h

2.1: 4-nitrobenzenesulfonyl chloride; Et₃N / CH₂Cl₂ / 15 h / 0 °C

2.2: sodium azide / dimethylformamide / 15 h / 45 °C

With K₂OsO₂(OH)2; potassium carbonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; potassium hexacyanoferrate(III); Hydroquinone 1,4-phthalazinediyl diether; methanesulfonamide; In dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo050896w

Reference yield:

: 863976-55-0
(2R,3S)-3-Hydroxy-2-(4-nitro-benzenesulfonyloxy)-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester

: 760968-12-5
(2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 45 ℃; for 15h;
DOI:10.1021/ol048974+

Reference yield:

: 760968-09-0
methyl 2,3-dihydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionate

: 760968-12-5
(2S,3S)-2-Azido-3-hydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionic acid methyl ester

Guidance literature:: methyl 2,3-dihydroxy-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-propionate; With triethylamine; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; at 0 ℃; for 15h;

With sodium azide; In N,N-dimethyl-formamide; at 45 ℃; for 15h;
DOI:10.1021/jo050896w