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

Base Information

Chemical Name:(S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid
CAS No.:110221-54-0
Molecular Formula:C₂₁H₂₄N₂O₅S₂
Molecular Weight:448.564
Hs Code.:

Synonyms:(S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid

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Chemical Property of (S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid

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Technology Process of (S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid

There total 14 articles about (S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid 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: 97.0%

: 110221-45-9
(S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid ethyl ester; hydrochloride

: 110221-54-0
(S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid

Guidance literature:: With sodium hydroxide; for 16h; Ambient temperature;
DOI:10.1021/jm00394a009

Reference yield:

: 90315-82-5
ethyl (R)-2-hydroxy-4-phenylbutyrate

: 110221-54-0
(S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid

Guidance literature:: Multi-step reaction with 5 steps

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

2: 79 percent / Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

3: 97 percent / NaH / dimethylformamide / 5 h / Ambient temperature

4: 81 percent / 4 N aq. HCl / dioxane / 16 h / Ambient temperature

5: 97 percent / 1 N aq. NaOH / 16 h / Ambient temperature

With pyridine; hydrogenchloride; sodium hydroxide; sodium hydride; triethylamine; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00394a009

Reference yield:

: 34312-77-1
1-(2-thienyl)-2-nitroethene

: 110221-54-0
(S)-2-((2R,6R)-4-Carboxymethyl-5-oxo-2-thiophen-2-yl-[1,4]thiazepan-6-ylamino)-4-phenyl-butyric acid

Guidance literature:: Multi-step reaction with 8 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: 31 percent / 4 N aq. HCl / dioxane / 4 h / Ambient temperature

5: 79 percent / Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

6: 97 percent / NaH / dimethylformamide / 5 h / Ambient temperature

7: 81 percent / 4 N aq. HCl / dioxane / 16 h / Ambient temperature

8: 97 percent / 1 N aq. NaOH / 16 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; diphenyl phosphoryl azide; hydrogen; sodium hydride; acetic acid; triethylamine; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00394a009