(S)-9-Benzyloxycarbonylamino-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

Base Information

• Chemical Name: (S)-9-Benzyloxycarbonylamino-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
• CAS No.: 187396-20-9
• Molecular Formula: C₃₂H₄₈N₂O₇S
• Molecular Weight: 604.808

Synonyms:(S)-9-Benzyloxycarbonylamino-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

Chemical Property of (S)-9-Benzyloxycarbonylamino-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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (S)-9-Benzyloxycarbonylamino-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

There total 5 articles about (S)-9-Benzyloxycarbonylamino-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 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: 99.0%

benzyl chloroformate (501-53-1,94274-21-2) + (S)-9-Amino-10-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-10-oxo-decanoic acid tert-butyl ester (187396-19-6) → (S)-9-Benzyloxycarbonylamino-10-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-10-oxo-decanoic acid tert-butyl ester (187396-20-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1021/jm9603072

Reference yield:

8-bromooctanoic acid (17696-11-6) → (S)-9-Benzyloxycarbonylamino-10-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-10-oxo-decanoic acid tert-butyl ester (187396-20-9)

Guidance literature:

Multi-step reaction with 4 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sulfuric acid; triethylamine; citric acid; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jm9603072

Reference yield:

2-(benzhydrylideneamino)-1-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01.5]dec-4-yl)ethanone (138566-17-3) → (S)-9-Benzyloxycarbonylamino-10-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-10-oxo-decanoic acid tert-butyl ester (187396-20-9)

Guidance literature:

Multi-step reaction with 3 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

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; triethylamine; citric acid; In tetrahydrofuran;

DOI:10.1021/jm9603072

upstream raw materials:

benzyl chloroformate

(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

8-bromooctanoic acid

2-(benzhydrylideneamino)-1-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1.5]dec-4-yl)ethanone

Downstream raw materials:

(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(2R,5S)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid

(S)-9-[(R)-2-tert-Butoxycarbonylamino-3-(1H-indol-3-yl)-2-methyl-propionylamino]-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester

(S)-N-((S)-1-Carbamoyl-2-phenyl-ethyl)-3-{[(2R,5S)-2-(1H-indol-3-ylmethyl)-2-methyl-3,13-dioxo-1,4-diaza-cyclotridecane-5-carbonyl]-amino}-succinamic acid cyclohexyl ester

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

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