(S)-Ethyl 2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate

Base Information

• Chemical Name: (S)-Ethyl 2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate
• CAS No.: 110143-57-2
• Molecular Formula: C21H26N2O3S2
• Molecular Weight: 418.581
• DSSTox Substance ID: DTXSID10551715
• Nikkaji Number: J1.630.117E
• Wikidata: Q72471427
• Mol file: 110143-57-2.mol

Synonyms:110143-57-2;(S)-Ethyl 2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate;(2S,6R)-6-[[1(s)-ethoxycarbonyl-3-phenylpropyl]amino]-5-oxo-(2-thienyl)perhydro-1,4-thiazepine;ethyl (2S)-2-[[(2S,6R)-5-oxo-2-thiophen-2-yl-1,4-thiazepan-6-yl]amino]-4-phenylbutanoate;ethyl (S)-2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate;Ethyl (2S)-2-{[(2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl]amino}-4-phenylbutanoate;DTXSID10551715;SC3921;AKOS015902268;(2s,6r)-6-(1(s)ethoxycarbonyl-3-phenylpropylamino)-5-oxo-(2-thienyl)perhydro-1,4-thiazepine;(S)-Ethyl2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate

Chemical Property of (S)-Ethyl 2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate

Chemical Property:

• Vapor Pressure: 1.7E-16mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 644.4 °C at 760 mmHg
• PKA: 14.58±0.60(Predicted)
• Flash Point: 343.5 °C
• PSA: 120.97000
• Density: 1.26 g/cm³
• LogP: 3.89460
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 418.13848504
• Heavy Atom Count: 28
• Complexity: 514

Purity/Quality:

99% ^*data from raw suppliers

(S)-Ethyl 2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CCC1=CC=CC=C1)NC2CSC(CNC2=O)C3=CC=CS3
• Isomeric SMILES: CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H]2CS[C@@H](CNC2=O)C3=CC=CS3

Technology Process of (S)-Ethyl 2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate

There total 10 articles about (S)-Ethyl 2-(((2S,6R)-5-oxo-2-(thiophen-2-yl)-1,4-thiazepan-6-yl)amino)-4-phenylbutanoate 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: 80.0%

ethyl (R)-4-phenyl-2-<<(trifluoromethyl)sulfonyl>oxy>butyrate (88767-98-0,138333-09-2) + (2S,6R)-6-Amino-2-thiophen-2-yl-[1,4]thiazepan-5-one (110221-26-6) → (S)-2-((2S,6R)-5-Oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester (110143-57-2)

Guidance literature:

With triethylamine; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1021/jm00394a009

Reference yield:

ethyl (R)-2-hydroxy-4-phenylbutyrate (90315-82-5) → (S)-2-((2S,6R)-5-Oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester (110143-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 80 percent / Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

With pyridine; triethylamine; In dichloromethane;

DOI:10.1021/jm00394a009

Reference yield:

1-(2-thienyl)-2-nitroethene (34312-77-1) → (S)-2-((2S,6R)-5-Oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester (110143-57-2)

Guidance literature:

Multi-step reaction with 5 steps

1: N-methylmorpholine / toluene / 16 h / Ambient temperature

2: 64 percent / H₂, AcOH / 5percent Pd/C / 5 h / 70 °C / 2280 Torr

3: 69 percent / diphenyl phosphorazidate, N-methylmorpholine / dimethylformamide / 16 h / Ambient temperature

4: 35 percent / 4 N aq. HCl / dioxane / 4 h / Ambient temperature

5: 80 percent / Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; diphenyl phosphoryl azide; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00394a009

upstream raw materials:

ethyl (R)-4-phenyl-2-<<(trifluoromethyl)sulfonyl>oxy>butyrate

(2S,6R)-6-Amino-2-thiophen-2-yl-[1,4]thiazepan-5-one

1-(2-thienyl)-2-nitroethene

(E)-2-oxo-4-phenyl-3-butenoic acid

Downstream raw materials:

[3H]-Temocaprilat

temocapril Hydrochloride

(S)-2-((2S,6R)-4-tert-Butoxycarbonylmethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester

Refernces