(R)-6-amino-1,4-thiazepan-5-one

Base Information

• Chemical Name: (R)-6-amino-1,4-thiazepan-5-one
• CAS No.: 92814-42-1
• Molecular Formula: C₅H₁₀N₂OS
• Molecular Weight: 146.213
• Hs Code.: 2934999090
• Mol file: 92814-42-1.mol

Synonyms:1,4-Thiazepin-5(2H)-one,6-aminotetrahydro-, (R)-;(6R)-6-Aminotetrahydro-1,4-thioazepin-5(2H)-one;

Chemical Property of (R)-6-amino-1,4-thiazepan-5-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.53
• Boiling Point: 389.7 °C at 760 mmHg
• Flash Point: 189.5 °C
• PSA: 80.42000
• Density: 1.181 g/cm³
• LogP: 0.20580
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

97% ^*data from raw suppliers

(R)-6-Amino-1,4-thiazepan-5-one hydrochloride >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-6-amino-1,4-thiazepan-5-one

There total 2 articles about (R)-6-amino-1,4-thiazepan-5-one 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:

2-chloroethanamine hydrochloride (870-24-6) + L-cysteine methyl ester hydrochloride (18598-63-5) → (6R)-6-aminotetrahydro-1,4-thioazepin-5(2H)-one (92814-42-1)

Guidance literature:

With triethylamine; In methanol; Heating;

DOI:10.1016/j.bmcl.2006.07.016

Reference yield:

L-Cysteine methyl ester (2485-62-3) + 2-chloroethanamine hydrochloride (870-24-6) → (6R)-6-aminotetrahydro-1,4-thioazepin-5(2H)-one (92814-42-1)

Guidance literature:

Reference yield:

(6R)-6-aminotetrahydro-1,4-thioazepin-5(2H)-one (92814-42-1) → [(S)-1-[(R)-4-(3-Cyclohexyl-propyl)-5-oxo-[1,4]thiazepan-6-ylcarbamoyl]-2-(4-phosphonooxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: EDC; HOBt; Hunig's base / CH₂Cl₂; dimethylformamide

2: 16 percent / NaH / dimethylformamide

3: 94 percent / H₂ / Pd/C / methanol

With hydrogen; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00386-9

upstream raw materials:

2-chloroethanamine hydrochloride

L-cysteine methyl ester hydrochloride

L-Cysteine methyl ester

Downstream raw materials:

[(S)-2-[4-(Bis-benzyloxy-phosphoryloxy)-phenyl]-1-((R)-5-oxo-[1,4]thiazepan-6-ylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

((R)-6-benzoylamino-5-oxo-[1,4]thiazepa-4-yl)-acetic acid

((R)-6-benzoylamino-5-oxo-[1,4]thiazepa-4-yl)-acetic acid ethyl ester

[(R)-5-Oxo-6-(3-trifluoromethyl-benzoylamino)-[1,4]thiazepan-4-yl]-acetic acid