(Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol

Base Information

Chemical Name:(Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol
CAS No.:1380216-27-2
Molecular Formula:C₂₀H₃₁NO₂S
Molecular Weight:349.538
Hs Code.:

Synonyms:(Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol

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Chemical Property of (Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol

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Technology Process of (Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol

There total 1 articles about (Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol 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: 69.0%

: 17206-61-0
hept-6-enal

: 1380216-22-7
(E,R)-N-methyl-S-(4-methyl-2-pentenyl)-S-phenylsulfoximine

: 1380216-27-2
(Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol

Guidance literature:: (E,R)-N-methyl-S-(4-methyl-2-pentenyl)-S-phenylsulfoximine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

With triisopropoxytitanium(IV) chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

hept-6-enal; In tetrahydrofuran; hexane; at -78 ℃; for 2.75h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201103060

Reference yield: 89.0%

: 1380216-27-2
(Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1380216-31-8
tert-butyl-((Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-yloxy)dimethylsilane

Guidance literature:: (Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol; With 1H-imidazole; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;

tert-butyldimethylsilyl chloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 20h; Inert atmosphere;
DOI:10.1002/chem.201103060

Reference yield:

: 1380216-27-2
(Z,3S,4R)-3-isopropyl-1-[(R)-N-methyl-S-phenylsulfonimidoyl]deca-1,9-dien-4-ol

: 1380216-20-5
tert-butyl((7R,8S,E)-8-isopropyl-10-[(R)-N-methyl-S-phenylsulfonimidoyl]pentadeca-1,9-dien-12-in-7-yloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

1.2: 20 h / 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 2.33 h / -78 - 0 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; hexane; N,N-dimethyl-formamide;
DOI:10.1002/chem.201103060