(S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl ester

Base Information

Chemical Name:(S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl ester
CAS No.:142828-14-6
Molecular Formula:C₂₅H₃₆N₂O₇
Molecular Weight:476.57
Hs Code.:

Synonyms:(S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl ester

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Chemical Property of (S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl ester

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Technology Process of (S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl ester

There total 2 articles about (S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl 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: 70.0%

: 1738-68-7
Gly-OBz

: 73821-97-3,133464-27-4
N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

: 142828-14-6
(S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl ester

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 4 ℃;

Reference yield: 66.9%

: 73821-97-3,133464-27-4
N-α-tert-butyloxycarbonyl-glutamic acid, γ-cyclohexyl ester

: 1738-76-7
glycine benzyl ester p-toluenesulfonic acid salt

: 142828-14-6
(S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl ester

Guidance literature:: With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 4 ℃;
DOI:10.1248/cpb.45.1860

Reference yield:

: 142828-14-6
(S)-4-(Benzyloxycarbonylmethyl-carbamoyl)-4-tert-butoxycarbonylamino-butyric acid cyclohexyl ester

: 168764-12-3
Boc-Tyr(2-Adoc)-Asp(O-2-Ada)-Glu(O-cHex)-Gly-OH

Guidance literature:: Multi-step reaction with 5 steps

1: 7.2 N HCl / dioxane

2: DCC, HOBt, Et₃N / dimethylformamide / 4 °C

3: 74 percent / 7.2 N HCl / dioxane / 1.) 0 deg C, 30 min, 2.) RT, 1 h

4: 77.5 percent / DCC, HOBt, Et₃N / dimethylformamide / 4 °C

5: 89 percent / H₂ / Pd / methanol / 2 h

With hydrogenchloride; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium; In 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1248/cpb.45.1860