(S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

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Chemical Name:(S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester
CAS No.:187395-97-7
Molecular Formula:C₄₁H₅₈N₄O₉
Molecular Weight:750.933
Hs Code.:

(S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

Synonyms:(S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

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Chemical Property of (S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

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Technology Process of (S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

There total 6 articles about (S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic 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:

: 17696-11-6
8-bromooctanoic acid

: 187395-97-7
(S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / H₂SO₄ / diethyl ether

2: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, a) -55 deg C, b) RT, 16 h

3: 10percent aq. citric acid / tetrahydrofuran / 48 h

4: 99 percent / Et₃N / tetrahydrofuran / 2 h / Ambient temperature

5: 55 percent / 0.5 N aq. LiOH / tetrahydrofuran / 4 h / Ambient temperature

6: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; n-butyllithium; sulfuric acid; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; citric acid; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jm9603072

Reference yield:

: 77383-17-6
8-bromo-octanoic acid tert-butyl ester

: 187395-97-7
(S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) n-BuLi, 2.) HMPA / 1.) THF, hexane, -78 deg C, 1 h, 2.) THF, hexane, a) -55 deg C, b) RT, 16 h

2: 10percent aq. citric acid / tetrahydrofuran / 48 h

3: 99 percent / Et₃N / tetrahydrofuran / 2 h / Ambient temperature

4: 55 percent / 0.5 N aq. LiOH / tetrahydrofuran / 4 h / Ambient temperature

5: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; n-butyllithium; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; citric acid; In tetrahydrofuran;
DOI:10.1021/jm9603072

Reference yield:

: 187396-19-6
(S)-9-Amino-10-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-10-oxo-decanoic acid tert-butyl ester

: 187395-97-7
(S)-9-Benzyloxycarbonylamino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / Et₃N / tetrahydrofuran / 2 h / Ambient temperature

2: 55 percent / 0.5 N aq. LiOH / tetrahydrofuran / 4 h / Ambient temperature

3: 1.) DIEA, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 2.) DIEA / 1.) DMF, 0 deg C, 30 min, 2.) DMF, RT, overnight

With lithium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1021/jm9603072