methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate

Base Information

Chemical Name:methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate
CAS No.:760968-16-9
Molecular Formula:C₂₇H₂₆N₂O₇S
Molecular Weight:522.579
Hs Code.:

Synonyms:methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate

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Chemical Property of methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate

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Technology Process of methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate

There total 1 articles about methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate 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: 69.0%

: 621-84-1
O-benzyl carbamate

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

: 760968-16-9
methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate

Guidance literature:: O-benzyl carbamate; With tert-butylhypochlorite; In propan-1-ol; sodium hydroxide; for 0.0833333h;

(E)-methyl 3-(1-tosyl-1H-indol-3-yl)acrylate; With potassium dioxotetrahydroxoosmate(VI); hydroquinidine anthraquinone-1,4-diyl diether; In propan-1-ol; sodium hydroxide; for 22h;
DOI:10.1021/ol048974+

Reference yield: 88.0%

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 760968-16-9
methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate

: 760968-17-0
(2S,3R)-2-Benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-triisopropylsilanyloxy-propionic acid methyl ester

Guidance literature:: methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate; With 2,6-dimethylpyridine; In dichloromethane; for 0.0833333h;

triisopropylsilyl trifluoromethanesulfonate; In dichloromethane; for 15h;
DOI:10.1021/ol048974+

Reference yield:

: 760968-16-9
methyl 2-benzyloxycarbonylamino-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-3-hydroxypropionate

: C₃₅H₄₂N₂O₈SSi

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 15 h

2: 80 percent / LiOH*H₂O / tetrahydrofuran; H₂O / 15 h

3: 33 percent / N-bromosuccinimide; sodium hydrogen carbonate / 2-methyl-propan-2-ol; H₂O / 15 h

With 2,6-dimethylpyridine; lithium hydroxide; N-Bromosuccinimide; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo050896w