(3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one

Base Information

Chemical Name:(3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one
CAS No.:412342-75-7
Molecular Formula:C₂₈H₃₇IO₃Si
Molecular Weight:576.59
Hs Code.:

Synonyms:(3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one

Suppliers and Price of (3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one

There total 5 articles about (3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one 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: 86.0%

: 412342-76-8
(4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-dihydro-furan-2-one

: 222421-23-0
(Z)-3-bromo-1-iodo-2-methylpropene

: 412342-75-7
(3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one

Guidance literature:: (4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-4-methyl-dihydro-furan-2-one; With Li(Pr-i)2; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; for 1h;

(Z)-3-bromo-1-iodo-2-methylpropene; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; for 2h; Further stages.;
DOI:10.1021/ol017266a

Reference yield:

: (2R,3S,4S)-1-(tert-Butyl-diphenyl-silanyloxy)-2,4-dimethyl-hex-5-en-3-ol

: 412342-75-7
(3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / TfOH / CH₂Cl₂ / 3.5 h / 20 °C

2.1: catecholborane / (Ph₃P)3RhCl / tetrahydrofuran / 0 - 20 °C

2.2: 27.5percent H₂O₂; 2N NaOH / methanol / 2 h / 0 °C

3.1: PDC / dimethylformamide / 48 h / 20 °C

4.1: 73 percent / H₂ / 20percent Pd(OH)2/C / methanol

5.1: Li(Pr-i)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 °C

5.2: 86 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 °C

With dipyridinium dichromate; trifluorormethanesulfonic acid; Li(Pr-i)2; hydrogen; benzo[1,3,2]dioxaborole; Wilkinson's catalyst; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol017266a

Reference yield:

: 412342-77-9
((2R,3S,4S)-3-Benzyloxy-2,4-dimethyl-hex-5-enyloxy)-tert-butyl-diphenyl-silane

: 412342-75-7
(3S,4S,5S)-5-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-3-((Z)-3-iodo-2-methyl-allyl)-4-methyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: catecholborane / (Ph₃P)3RhCl / tetrahydrofuran / 0 - 20 °C

1.2: 27.5percent H₂O₂; 2N NaOH / methanol / 2 h / 0 °C

2.1: PDC / dimethylformamide / 48 h / 20 °C

3.1: 73 percent / H₂ / 20percent Pd(OH)2/C / methanol

4.1: Li(Pr-i)2 / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 °C

4.2: 86 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 °C

With dipyridinium dichromate; Li(Pr-i)2; hydrogen; benzo[1,3,2]dioxaborole; Wilkinson's catalyst; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide;
DOI:10.1021/ol017266a