(S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

Base Information

Chemical Name:(S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester
CAS No.:205236-54-0
Molecular Formula:C₄₅H₇₂N₃O₁₀P
Molecular Weight:846.055
Hs Code.:

(S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

Synonyms:(S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

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Chemical Property of (S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

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Technology Process of (S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

There total 7 articles about (S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl 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: 53.0%

: 19810-31-2
Benzyloxyacetyl chloride

: 205236-46-0
(S)-4-{(S)-2-Amino-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

: 205236-54-0
(S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1021/jm970853a

Reference yield:

: 3886-08-6
5-tert-butyl N-benzyloxycarbonyl-L-glutamate

: 205236-54-0
(S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.08 h / -20 °C

2: tetrahydrofuran / 14 h / -20 - 20 °C

3: 90 percent / H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr

4: 78 percent / DCC, HOBT, Et₃N / CH₂Cl₂; dimethylformamide / 16 h / 0 - 20 °C

5: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, from 0 deg C to RT, 4 h

6: 98 percent / H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

7: 53 percent / NaH / tetrahydrofuran / 3 h / 0 °C

With 4-methyl-morpholine; hydrogen; sodium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970853a

Reference yield:

: 41445-50-5
(S)-4-Benzyloxycarbonylamino-5-isobutoxycarbonyloxy-5-oxo-pentanoic acid tert-butyl ester

: 205236-54-0
(S)-4-{(S)-2-(2-Benzyloxy-acetylamino)-3-[4-(di-tert-butoxy-phosphoryloxy)-phenyl]-propionylamino}-4-dipentylcarbamoyl-butyric acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 14 h / -20 - 20 °C

2: 90 percent / H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr

3: 78 percent / DCC, HOBT, Et₃N / CH₂Cl₂; dimethylformamide / 16 h / 0 - 20 °C

4: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) THF, from 0 deg C to RT, 4 h

5: 98 percent / H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

6: 53 percent / NaH / tetrahydrofuran / 3 h / 0 °C

With hydrogen; sodium hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm970853a