(+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester

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Chemical Name:(+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester
CAS No.:898237-46-2
Molecular Formula:C₁₈H₃₂ClNO₄S
Molecular Weight:393.975
Hs Code.:

Synonyms:(+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester

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Chemical Property of (+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester

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Technology Process of (+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester

There total 6 articles about (+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic 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: 63.0%

: 799774-35-9
(+)-(E,S_S,2S,3R)-3-cyclohexyl-4-methyl-5-(N-methyl-S-phenylsulfonimidoyl)-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester

: 898237-46-2
(+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester

Guidance literature:: (+)-(E,S_S,2S,3R)-3-cyclohexyl-4-methyl-5-(N-methyl-S-phenylsulfonimidoyl)-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester; With trimethoxonium tetrafluoroborate; In dichloromethane; for 2h;

With sodium chloride; In water; ethyl acetate;
DOI:10.1021/ja061152i

Reference yield:

: C₁₇H₂₅NOS

: 898237-46-2
(+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaOMe / tetrahydrofuran / 72 h / 20 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: ClTi(OiPr)3 / hexane; tetrahydrofuran / 1 h / -78 °C

2.3: 45 percent / hexane; tetrahydrofuran / 19 h / -78 - 20 °C

3.1: Me₃OBF₄ / CH₂Cl₂ / 2 h

3.2: 63 percent / NaCl / ethyl acetate; H₂O

With n-butyllithium; trimethoxonium tetrafluoroborate; sodium methylate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja061152i

Reference yield:

: C₂₀H₃₅NO₂SSi

: 898237-46-2
(+)-(2S,3R)-4-chloromethyl-3-cyclohexyl-2-(tert-butylsulfonylamino)pent-4-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 19 h / -78 - 20 °C

2.1: NaOMe / tetrahydrofuran / 72 h / 20 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -78 °C

3.2: ClTi(OiPr)3 / hexane; tetrahydrofuran / 1 h / -78 °C

3.3: 45 percent / hexane; tetrahydrofuran / 19 h / -78 - 20 °C

4.1: Me₃OBF₄ / CH₂Cl₂ / 2 h

4.2: 63 percent / NaCl / ethyl acetate; H₂O

With n-butyllithium; trimethoxonium tetrafluoroborate; sodium methylate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja061152i