(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-enoic acid methyl ester

Base Information

Chemical Name:(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-enoic acid methyl ester
CAS No.:177407-92-0
Molecular Formula:C₂₄H₃₁IO₃Si
Molecular Weight:522.498
Hs Code.:

Synonyms:(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-enoic acid methyl ester

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Chemical Property of (E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-enoic acid methyl ester

There total 7 articles about (E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-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:

: 6026-86-4
methyl 4-formylbutanoate

: 177407-92-0
(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 82 percent / p-toluenesulfonic acid monohydrate / benzene / 6 h / Heating

2: 71 percent / TiCl₄ / CH₂Cl₂ / 0.5 h

3: DMSO, (COCl)2 / CH₂Cl₂ / 0.25 h

4: dibenzylammonium trifluoroacetate / benzene / 2 h / 0 - 5 °C

5: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h

6: 74 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

7: 1.) Bu₃SnH, azobisisobutyronitrile, 2.) I₂ / 1.) 130 deg C, 2 h, 2.) CH₂Cl₂, 0 deg C

With 1H-imidazole; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; iodine; tri-n-butyl-tin hydride; titanium tetrachloride; toluene-4-sulfonic acid; dimethyl sulfoxide; dibenzylammonium trifluoroacetate salt; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0040-4020(96)00316-X

Reference yield:

: 90108-28-4
(5S)-5-hydroxy-hept-6-ynoic acid, methyl ester

: 177407-92-0
(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

2: 1.) Bu₃SnH, azobisisobutyronitrile, 2.) I₂ / 1.) 130 deg C, 2 h, 2.) CH₂Cl₂, 0 deg C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00316-X

Reference yield:

: 120085-71-4,90108-27-3
(S)-5-hydroxy-7-trimethylsilylhept-6-ynoic acid methyl ester

: 177407-92-0
(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-7-iodo-hept-6-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h

2: 74 percent / imidazole / dimethylformamide / 48 h / Ambient temperature

3: 1.) Bu₃SnH, azobisisobutyronitrile, 2.) I₂ / 1.) 130 deg C, 2 h, 2.) CH₂Cl₂, 0 deg C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; iodine; tri-n-butyl-tin hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00316-X