(S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic acid tert-butyl ester
• CAS No.: 178035-45-5
• Molecular Formula: C₃₆H₄₂N₂O₅S
• Molecular Weight: 614.806
• Mol file: 178035-45-5.mol

Synonyms:(S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic acid tert-butyl ester

Chemical Property of (S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic acid tert-butyl ester

There total 12 articles about (S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic 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: 85.0%

(R)-2-(benzoylthio)-3-phenyl-propanoic acid (103499-63-4) + (S)-2-((S)-4-Amino-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl)-4-methyl-pentanoic acid tert-butyl ester (177944-13-7) → (S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic acid tert-butyl ester (178035-45-5)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane;

DOI:10.1016/0960-894X(96)00149-7

Reference yield:

2-(2-hydroxyethyl)benzyl alcohol (6346-00-5) → (S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic acid tert-butyl ester (178035-45-5)

Guidance literature:

Multi-step reaction with 12 steps

1: 72 percent / LiCl, collidine / dimethylformamide

2: 82 percent / t-BuOK / diethyl ether / 0 °C

3: 96 percent / NaI / acetone

4: 1.) BuLi / 1.) HMPA

5: 100 percent / 1.) 0.5N HCl, 2.) LiOH

6: 73 percent / Na₂CO₃ / H₂O

7: 82 percent / EDC / pyridine

8: 85 percent / 1.) O₃, 2.) DMS

9: NaBH₃CN

10: 1.) Bu₄NF, 2.) isobutyl chloroformate, NMM

11: 80 percent / N₂H₄ / methanol

12: 85 percent / EEDQ / CH₂Cl₂

With 4-methyl-morpholine; 2,3,5-trimethyl-pyridine; hydrogenchloride; lithium hydroxide; n-butyllithium; 2,3-dimercapto-succinic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium cyanoborohydride; sodium carbonate; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; sodium iodide; lithium chloride; hydrazine; isobutyl chloroformate; In pyridine; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0960-894X(96)00149-7

Reference yield:

2-chloromethylstyrene (22570-84-9) → (S)-2-[(S)-4-((R)-2-Benzoylsulfanyl-3-phenyl-propionylamino)-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl]-4-methyl-pentanoic acid tert-butyl ester (178035-45-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 96 percent / NaI / acetone

2: 1.) BuLi / 1.) HMPA

3: 100 percent / 1.) 0.5N HCl, 2.) LiOH

4: 73 percent / Na₂CO₃ / H₂O

5: 82 percent / EDC / pyridine

6: 85 percent / 1.) O₃, 2.) DMS

7: NaBH₃CN

8: 1.) Bu₄NF, 2.) isobutyl chloroformate, NMM

9: 80 percent / N₂H₄ / methanol

10: 85 percent / EEDQ / CH₂Cl₂

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; n-butyllithium; 2,3-dimercapto-succinic acid; tetrabutyl ammonium fluoride; sodium cyanoborohydride; sodium carbonate; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; sodium iodide; hydrazine; isobutyl chloroformate; In pyridine; methanol; dichloromethane; water; acetone;

DOI:10.1016/0960-894X(96)00149-7

upstream raw materials:

(R)-2-(benzoylthio)-3-phenyl-propanoic acid

(S)-2-((S)-4-Amino-3-oxo-1,3,4,5-tetrahydro-benzo[c]azepin-2-yl)-4-methyl-pentanoic acid tert-butyl ester

2-(2-hydroxyethyl)benzyl alcohol

2-chloromethylstyrene