(S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid

Base Information

Chemical Name:(S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid
CAS No.:450371-18-3
Molecular Formula:C₁₉H₂₈N₂O₅
Molecular Weight:364.442
Hs Code.:

Synonyms:(S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid

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Chemical Property of (S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid

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Technology Process of (S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid

There total 4 articles about (S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid 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:

: {(S)-1-[(S)-1-Ethyl-3-((1R,2R,4R)-2-hydroxy-1,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-3-oxo-propylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

: 464-49-3,68546-28-1
(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

: 450371-18-3
(S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid

Guidance literature:: With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃; for 0.0833333h;
DOI:10.1021/ja026250s

Reference yield:

: 271600-09-0
[(S)-1-Ethyl-3-oxo-3-((1R,2R,4R)-1,7,7-trimethyl-2-trimethylsilanyloxy-bicyclo[2.2.1]hept-2-yl)-propyl]-carbamic acid benzyl ester

: 450371-18-3
(S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogen / palladium on activated charcoal / ethyl acetate / 1 h / 20 °C

2: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 17 h / 0 - 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C

4: ammonium cerium(IV) nitrate / acetonitrile / 0.08 h / 20 °C

With ammonium cerium(IV) nitrate; tetrabutyl ammonium fluoride; hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile;
DOI:10.1021/ja026250s

Reference yield:

: 450371-16-1
{(S)-1-[(S)-1-Ethyl-3-oxo-3-((1R,2R,4R)-1,7,7-trimethyl-2-trimethylsilanyloxy-bicyclo[2.2.1]hept-2-yl)-propylcarbamoyl]-2-phenyl-ethyl}-carbamic acid tert-butyl ester

: 450371-18-3
(S)-3-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionylamino)-pentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.33 h / 20 °C

2: ammonium cerium(IV) nitrate / acetonitrile / 0.08 h / 20 °C

With ammonium cerium(IV) nitrate; tetrabutyl ammonium fluoride; In tetrahydrofuran; acetonitrile;
DOI:10.1021/ja026250s