(Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester

Base Information

Chemical Name:(Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester
CAS No.:888021-11-2
Molecular Formula:C₃₅H₅₁NO₅Si₂
Molecular Weight:621.965
Hs Code.:

(Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester

Synonyms:(Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester

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Chemical Property of (Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester

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Technology Process of (Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester

There total 5 articles about (Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic 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: 63.0%

: 888020-75-5
(3aR,8aS)-3a-(tert-butyldimethylsilyloxy)-8-(2-methoxycarbonylpropyl)-3,3a,8,8a-tetrahydro-2H-furo[2,3-b]indole

: 888021-05-4
(E)-4-Phenyl-2-trimethylsilanylmethyl-but-2-enoyl chloride

: 888021-11-2
(Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/j.bmcl.2006.01.107

Reference yield:

: 888020-99-3
(E)-4-Phenyl-2-trimethylsilanylmethyl-but-2-enoic acid

: 888021-11-2
(Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: SOCl₂ / Heating

2: 63 percent / LDA / tetrahydrofuran / -78 °C

With thionyl chloride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1016/j.bmcl.2006.01.107

Reference yield:

: 888020-93-7
(E)-4-Phenyl-2-trimethylsilanylmethyl-but-2-enoic acid ethyl ester

: 888021-11-2
(Z)-(S)-2-[(3aR,8aS)-3a-(tert-Butyl-dimethyl-silanyloxy)-2,3,3a,8a-tetrahydro-furo[2,3-b]indol-8-ylmethyl]-2-methyl-3-oxo-6-phenyl-4-trimethylsilanylmethyl-hex-4-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 48 percent / aq. KOH / ethanol / 20 °C

2: SOCl₂ / Heating

3: 63 percent / LDA / tetrahydrofuran / -78 °C

With potassium hydroxide; thionyl chloride; lithium diisopropyl amide; In tetrahydrofuran; ethanol;
DOI:10.1016/j.bmcl.2006.01.107