(S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

Base Information

Chemical Name:(S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester
CAS No.:155096-18-7
Molecular Formula:C₃₇H₅₂N₂O₉
Molecular Weight:668.828
Hs Code.:

(S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

Synonyms:(S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

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Chemical Property of (S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

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Technology Process of (S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

There total 8 articles about (S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-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: 98.0%

: 155096-15-4
(2R,3R)-3-((tert-butoxycarbonyl)amino)-2-methylbutanoic acid

: (S)-2-[((S)-2-Hydroxy-3-methyl-butyryl)-methyl-amino]-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

: 155096-18-7
(S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

Guidance literature:: With dmap; (1S)-10-camphorsulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/S0040-4039(00)61356-4

Reference yield:

: 13734-41-3
t-Boc-L-valine

: 155096-18-7
(S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / DCC, DMAP / CH₂Cl₂ / 0 - 20 °C

2: CF₃COOH / CH₂Cl₂ / 0 °C

3: diethyl phosphorocyanidate, Et₃N / dimethylformamide / 0 - 20 °C

4: 75 percent / NaH / dimethylformamide / 0 °C

5: 98 percent / 12percent HF / H₂O; acetonitrile / Ambient temperature

6: 98 percent / DCC, DMAP, 10-camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

With dmap; diethyl cyanophosphonate; (1S)-10-camphorsulfonic acid; hydrogen fluoride; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)61356-4

Reference yield:

: 7622-21-1
benzyl-(S)-(-)-2-hydroxy-3-phenylpropionate

: 155096-18-7
(S)-2-{[(S)-2-((2R,3R)-3-tert-Butoxycarbonylamino-2-methyl-butyryloxy)-3-methyl-butyryl]-methyl-amino}-3-methyl-butyric acid (S)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / DCC, DMAP / CH₂Cl₂ / 0 - 20 °C

2: CF₃COOH / CH₂Cl₂ / 0 °C

3: diethyl phosphorocyanidate, Et₃N / dimethylformamide / 0 - 20 °C

4: 75 percent / NaH / dimethylformamide / 0 °C

5: 98 percent / 12percent HF / H₂O; acetonitrile / Ambient temperature

6: 98 percent / DCC, DMAP, 10-camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

With dmap; diethyl cyanophosphonate; (1S)-10-camphorsulfonic acid; hydrogen fluoride; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)61356-4