N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester

Base Information

Chemical Name:N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester
CAS No.:136554-90-0
Molecular Formula:C₂₅H₂₈N₂O₆
Molecular Weight:452.507
Hs Code.:

N<sup>α</sup>-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester

Synonyms:N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester

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Chemical Property of N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester

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Technology Process of N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester

There total 4 articles about N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl 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: 90.0%

: 79-22-1
methyl chloroformate

: 126090-33-3
(R)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid benzyl ester

: 136554-90-0
N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1021/jm00021a021

Reference yield: 90.0%

: 616-38-6
carbonic acid dimethyl ester

: 126090-33-3
(R)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-propionic acid benzyl ester

: 136554-90-0
N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester

Guidance literature:: With dmap; In acetonitrile; at 23 ℃; for 3h;
DOI:10.1021/jo00130a028

Reference yield:

: 5241-64-5
Boc-D-Trp-OH

: 136554-90-0
N^α-(tert-butyloxycarbonyl)-D-1-(methoxycarbonyl)tryptophan benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / ethyl(3-(3-dimethylamino)propyl)carbodiimide hydrochloride, N-methylmorpholine, N-hydroxybenzotriazole / dimethylformamide / 23 °C

2: 90 percent / 4-(dimethylamino)pyridine / acetonitrile / 3 h / 23 °C

With 4-methyl-morpholine; dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00130a028