(S)-9-(Benzhydrylidene-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

Base Information

• Chemical Name: (S)-9-(Benzhydrylidene-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
• CAS No.: 1027898-95-8
• Molecular Formula: C₃₇H₅₀N₂O₅S
• Molecular Weight: 634.88
• Mol file: 1027898-95-8.mol

Synonyms:(S)-9-(Benzhydrylidene-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

Chemical Property of (S)-9-(Benzhydrylidene-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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-9-(Benzhydrylidene-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

There total 1 articles about (S)-9-(Benzhydrylidene-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 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:

8-bromooctanoic acid (17696-11-6) → (S)-9-(Benzhydrylidene-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 (1027898-95-8)

Guidance literature:

Multi-step reaction with 2 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

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

DOI:10.1021/jm9603072

Reference yield:

(S)-9-(Benzhydrylidene-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 (1027898-95-8) → (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 (187454-95-1)

Guidance literature:

Multi-step reaction with 9 steps

1: 10percent aq. citric acid / tetrahydrofuran / 48 h

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

3: 55 percent / 0.5 N aq. LiOH / tetrahydrofuran / 4 h / Ambient temperature

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

5: 100 percent / H₂ / 10percent Pd/C / methanol / 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

7: 100 percent / anisole / CH₂Cl₂ / 3 h / 0 - 20 °C

8: 29 percent / NaHCO₃, (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate / dimethylformamide / 5.5 h / 0 - 20 °C

9: 81 percent / HF, anisole / 1.25 h / 0 °C

With lithium hydroxide; hydrogen fluoride; hydrogen; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; citric acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm9603072

Reference yield:

(S)-9-(Benzhydrylidene-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 (1027898-95-8) → (S)-9-Amino-9-[(S)-1-((S)-1-carbamoyl-2-phenyl-ethylcarbamoyl)-2-cyclohexyloxycarbonyl-ethylcarbamoyl]-nonanoic acid tert-butyl ester (187396-00-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 10percent aq. citric acid / tetrahydrofuran / 48 h

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

3: 55 percent / 0.5 N aq. LiOH / tetrahydrofuran / 4 h / Ambient temperature

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

5: 100 percent / H₂ / 10percent Pd/C / methanol / Ambient temperature

With lithium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; citric acid; palladium on activated charcoal; In tetrahydrofuran; methanol;

DOI:10.1021/jm9603072

upstream raw materials:

8-bromooctanoic acid

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-decanedioic acid 10-tert-butyl ester

(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

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

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