(S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester
CAS No.:185448-62-8
Molecular Formula:C₄₁H₆₃N₃O₈Si₂
Molecular Weight:782.138
Hs Code.:

(S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester

Synonyms:(S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester

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Chemical Property of (S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester

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Technology Process of (S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester

There total 8 articles about (S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl 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: 80.0%

: 185448-75-3
(S)-5-Benzyloxycarbonylamino-2-hydroxy-pentanoic acid 2-trimethylsilanyl-ethyl ester

: 185448-79-7
(R)-2-(tert-Butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionic acid

: 185448-62-8
(S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 24h;
DOI:10.1021/jo9616062

Reference yield:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 185448-62-8
(S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 24 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N,N-dimethyl-4-aminopyridine / pyridine / 50 h / 0 - 20 °C

2: 80 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N,N-dimethyl-4-aminopyridine / CH₂Cl₂ / 24 h / 0 - 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In pyridine; dichloromethane;
DOI:10.1021/jo9616062

Reference yield:

: 70-26-8,25104-12-5,410523-47-6
L-ornithine

: 185448-62-8
(S)-5-Benzyloxycarbonylamino-2-{(R)-2-(tert-butoxycarbonyl-methyl-amino)-3-[1-(tert-butyl-dimethyl-silanyl)-1H-indol-3-yl]-propionyloxy}-pentanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaNO₂, conc. H₂SO₄, 2.) 2 N NaOH / 1.) water, room temp., 46 h, 2.) water, room temp., 4 h

2: 24 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N,N-dimethyl-4-aminopyridine / pyridine / 50 h / 0 - 20 °C

3: 80 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N,N-dimethyl-4-aminopyridine / CH₂Cl₂ / 24 h / 0 - 20 °C

With dmap; sodium hydroxide; sulfuric acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium nitrite; In pyridine; dichloromethane;
DOI:10.1021/jo9616062