3-Oxazolidinecarboxylic acid, 4-[[3-(7-bromo-2,3-dihydro-2-oxo-1H-indol-3-yl)-4-hydroxyphenyl]methyl ]-2,2-dimethyl-, phenylmethyl ester, (4S)-

Base Information

Chemical Name:3-Oxazolidinecarboxylic acid, 4-[[3-(7-bromo-2,3-dihydro-2-oxo-1H-indol-3-yl)-4-hydroxyphenyl]methyl ]-2,2-dimethyl-, phenylmethyl ester, (4S)-
CAS No.:570377-05-8
Molecular Formula:C28H27BrN2O5
Molecular Weight:551.437
Hs Code.:

3-Oxazolidinecarboxylic acid,
4-[[3-(7-bromo-2,3-dihydro-2-oxo-1H-indol-3-yl)-4-hydroxyphenyl]methyl
]-2,2-dimethyl-, phenylmethyl ester, (4S)-

Synonyms:

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Chemical Property of 3-Oxazolidinecarboxylic acid, 4-[[3-(7-bromo-2,3-dihydro-2-oxo-1H-indol-3-yl)-4-hydroxyphenyl]methyl ]-2,2-dimethyl-, phenylmethyl ester, (4S)-

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Technology Process of 3-Oxazolidinecarboxylic acid, 4-[[3-(7-bromo-2,3-dihydro-2-oxo-1H-indol-3-yl)-4-hydroxyphenyl]methyl ]-2,2-dimethyl-, phenylmethyl ester, (4S)-

There total 9 articles about 3-Oxazolidinecarboxylic acid, 4-[[3-(7-bromo-2,3-dihydro-2-oxo-1H-indol-3-yl)-4-hydroxyphenyl]methyl ]-2,2-dimethyl-, phenylmethyl ester, (4S)- 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: 98.0%

: 77-76-9
2,2-dimethoxy-propane

: 570377-13-8
{2-[3-(7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-1-hydroxymethyl-ethyl}-carbamic acid benzyl ester

: 570377-05-8
4-[3-(7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 25 ℃; for 2h;
DOI:10.1002/anie.200351112 DOI:10.1021/ja040093a

Reference yield:

: 13512-31-7
N-(benzyloxycarbonyl)-L-tyrosine methyl ester

: 570377-05-8
4-[3-(7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 21.8 g / TiCl₄ / CH₂Cl₂ / 6 h / 25 °C

2: SOCl₂ / 10 h / 25 °C

3: 15.7 g / NaCNBH₃ / acetonitrile / 5 h / 25 °C

4: 97 percent / LiBH₄ / tetrahydrofuran / 2 h / 25 °C

5: 98 percent / p-TsOH / acetone / 2 h / 25 °C

With lithium borohydride; thionyl chloride; titanium tetrachloride; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; 1: Fridel-Crafts reaction;
DOI:10.1021/ja040093a

Reference yield:

: 570377-04-7
2-benzyloxycarbonylamino-3-[3-(7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-phenyl]-propionic acid methyl ester

: 570377-05-8
4-[3-(7-bromo-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-benzyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / LiBH₄ / tetrahydrofuran / 2 h / 25 °C

2: 98 percent / p-TsOH / acetone / 2 h / 25 °C

With lithium borohydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetone;
DOI:10.1021/ja040093a