N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan methyl ester

Base Information

Chemical Name:N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan methyl ester
CAS No.:343846-39-9
Molecular Formula:C₂₆H₂₉BrN₂O₇S
Molecular Weight:593.495
Hs Code.:

Synonyms:N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan methyl ester

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Chemical Property of N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan methyl ester

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Technology Process of N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan methyl ester

There total 5 articles about N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan 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: 95.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 343846-38-8
(R)-N-acetyl-4-bromo-1-tosyltryptophan methyl ester

: 343846-39-9
N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan methyl ester

Guidance literature:: With dmap; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.3987/COM-00-9137

Reference yield:

: 52488-36-5
4-bromo-1H-indole

: 343846-39-9
N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic acid / 1 h / 80 °C

1.2: 57 percent / acetic acid / 1.5 h / 80 °C

2.1: acylase from Aspergillus genus; CoCl₂*6H₂O / aq. phosphate buffer / 48 h / 37 °C / pH 7.51

2.2: 47 percent / ethyl acetate; methanol; hexane / 0.5 h / 20 °C

3.1: 93 percent / cetyltrimethylammonium bromide; NaOH / 1,2-dichloro-ethane / 1 h / -20 °C

4.1: 95 percent / DMAP / tetrahydrofuran / 3 h / 20 °C

With dmap; sodium hydroxide; acylase from Aspergillus genus; cetyltrimethylammonim bromide; cobalt(II) chloride; In tetrahydrofuran; phosphate buffer; acetic acid; 1,2-dichloro-ethane;
DOI:10.3987/COM-00-9137

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 343846-39-9
N-acetyl-4-bromo-N-(tert-butoxycarbonyl)-1-tosyl-D-tryptophan methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / cetyltrimethylammonium bromide; NaOH / 1,2-dichloro-ethane / 1 h / -20 °C

2: 95 percent / DMAP / tetrahydrofuran / 3 h / 20 °C

With dmap; sodium hydroxide; cetyltrimethylammonim bromide; In tetrahydrofuran; 1,2-dichloro-ethane;
DOI:10.3987/COM-00-9137