[(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl ester

Base Information

Chemical Name:[(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl ester
CAS No.:440679-67-4
Molecular Formula:C₂₁H₂₈N₂O₆S
Molecular Weight:436.529
Hs Code.:

Synonyms:[(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl ester

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Chemical Property of [(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl ester

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Technology Process of [(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl ester

There total 8 articles about [(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl 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:

: 2212-75-1
N₂-[(benzyloxy)carbonyl]-L-lysine

: 440679-67-4
[(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: KOH / methanol / 16 h / 20 °C

2.1: m-CPBA / methanol / 2 h / 0 °C

2.2: TFA / CH₂Cl₂ / 1 h / 20 °C

2.3: 66 percent / ethyl acetate / 0 - 20 °C

3.1: NH₂OH*HCl / methanol / 0.33 h / 65 °C

4.1: 55 percent / EDC; HOAt; NaHCO₃ / acetonitrile; dimethylformamide / 48 h / 20 °C

5.1: 97 percent / K₂CO₃ / tetrahydrofuran; H₂O / 24 h / 20 °C

6.1: H₂ / Pd/C / methanol / 1 h / 20 °C

7.1: 75 percent Spectr_. / HOAt; EDC / dimethylformamide / 3 h / 0 °C

With potassium hydroxide; 1-hydroxy-7-aza-benzotriazole; hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol025896m

Reference yield:

: 171287-56-2
(S)-2-Benzyloxycarbonylamino-6-hydroxyamino-hexanoic acid

: 440679-67-4
[(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 55 percent / EDC; HOAt; NaHCO₃ / acetonitrile; dimethylformamide / 48 h / 20 °C

2: 97 percent / K₂CO₃ / tetrahydrofuran; H₂O / 24 h / 20 °C

3: H₂ / Pd/C / methanol / 1 h / 20 °C

4: 75 percent Spectr_. / HOAt; EDC / dimethylformamide / 3 h / 0 °C

With 1-hydroxy-7-aza-benzotriazole; hydrogen; sodium hydrogencarbonate; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol025896m

Reference yield:

: 440679-64-1
((S)-1-Hydroxy-2-oxo-azepan-3-yl)-carbamic acid benzyl ester

: 440679-67-4
[(S)-3-((S)-2-Acetylsulfanyl-3-phenyl-propionylamino)-2-oxo-azepan-1-yloxy]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / K₂CO₃ / tetrahydrofuran; H₂O / 24 h / 20 °C

2: H₂ / Pd/C / methanol / 1 h / 20 °C

3: 75 percent Spectr_. / HOAt; EDC / dimethylformamide / 3 h / 0 °C

With 1-hydroxy-7-aza-benzotriazole; hydrogen; potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ol025896m