(S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester

Base Information

Chemical Name:(S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester
CAS No.:303728-39-4
Molecular Formula:C₂₁H₂₇Cl₂N₃O₃
Molecular Weight:440.37
Hs Code.:

Synonyms:(S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester

There total 4 articles about (S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl 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: 91.0%

: 303728-38-3
(S)-(-)-methyl 4-cyano-4-(3',4'-dichlorophenyl)-6-oxo-hexanoate

: 178312-50-0
3-((N)-morpholino)azetidine hydrochloride

: 303728-39-4
(S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester

Guidance literature:: (S)-(-)-methyl 4-cyano-4-(3',4'-dichlorophenyl)-6-oxo-hexanoate; 3-((N)-morpholino)azetidine hydrochloride; With triethylamine; In tetrahydrofuran; at 20 ℃;

With sodium tris(acetoxy)borohydride; In acetic acid;
DOI:10.1016/S0040-4039(00)01149-7

Reference yield:

: 303728-45-2
4-Cyano-4-(3',4'-dichlorophenyl)cyclohex-1-enyl acetate

: 303728-39-4
(S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 29 percent / Pseudomonas fluorescens lipase; n-BuOH / tetrahydrofuran / 3.5 h / 30 °C

2.1: O₃/O₂ / CH₂Cl₂ / 1 h / -78 °C

2.2: 60 percent / PPh₃ / 18 h

3.1: Et₃N / tetrahydrofuran / 0.5 h / 20 °C

3.2: 91 percent / NaB(OAc)3H; AcOH / tetrahydrofuran / 3 h

With pseudomonas fluorescens lipase; oxygen; ozone; triethylamine; butan-1-ol; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)00796-7

Reference yield:

: 65619-30-9
4-cyano-4-(3',4'-dichlorophenyl)cyclohexanone

: 303728-39-4
(S)-4-Cyano-4-(3,4-dichloro-phenyl)-6-(3-morpholin-4-yl-azetidin-1-yl)-hexanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: LHMDS / tetrahydrofuran / 0.25 h / -78 °C

1.2: 86 percent / tetrahydrofuran / 1 h / 20 °C

2.1: 29 percent / Pseudomonas fluorescens lipase; n-BuOH / tetrahydrofuran / 3.5 h / 30 °C

3.1: O₃/O₂ / CH₂Cl₂ / 1 h / -78 °C

3.2: 60 percent / PPh₃ / 18 h

4.1: Et₃N / tetrahydrofuran / 0.5 h / 20 °C

4.2: 91 percent / NaB(OAc)3H; AcOH / tetrahydrofuran / 3 h

With pseudomonas fluorescens lipase; oxygen; ozone; triethylamine; lithium hexamethyldisilazane; butan-1-ol; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)00796-7