(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol

Base Information

Chemical Name:(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol
CAS No.:334670-38-1
Molecular Formula:C₃₂H₄₆O₅Si
Molecular Weight:538.8
Hs Code.:

Synonyms:(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol

Suppliers and Price of (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol

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 (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol

There total 3 articles about (1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol 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: 88.0%

: 334670-37-0
(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]-1,4-bis(triethylsilyl)cyclopentane-1,4-diol

: 334670-38-1
(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol

Guidance literature:: With ammonium fluoride; In tetrahydrofuran; methanol; for 2h; Heating;
DOI:10.1002/1099-0690(200102)2001:4<809::AID-EJOC809>3.0.CO;2-6

Reference yield:

: 213777-19-6
(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-(formylmethyl)-1,4-bis-O-(triethylsilyl)cyclopentane-1,4-diol

: 334670-38-1
(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: KN(SiMe₃)2 / tetrahydrofuran; toluene / 0.17 h / -80 °C

1.2: 70 percent / tetrahydrofuran; toluene / 1 h / -80 - 20 °C

2.1: 88 percent / NH₄F / methanol; tetrahydrofuran / 2 h / Heating

With ammonium fluoride; potassium hexamethylsilazane; In tetrahydrofuran; methanol; toluene; 1.2: Wittig reaction;
DOI:10.1002/1099-0690(200102)2001:4<809::AID-EJOC809>3.0.CO;2-6

Reference yield:

: 213777-18-5
(1S,2S,3R,4R)-1,4-Bis(triethylsilyloxy)-3-(methoxycarbonylmethyl)-2-tert-butyldiphenylsilyloxymethylcyclopentane

: 334670-38-1
(1S,2R,3R,4R)-2-(tert-butyldiphenylsilyloxymethyl)-3-[(Z)-5-tetrahydropyranyloxypent-2-enyl]cyclopentane-1,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / DIBAL-H / toluene / 0.5 h / -78 °C

2.1: KN(SiMe₃)2 / tetrahydrofuran; toluene / 0.17 h / -80 °C

2.2: 70 percent / tetrahydrofuran; toluene / 1 h / -80 - 20 °C

3.1: 88 percent / NH₄F / methanol; tetrahydrofuran / 2 h / Heating

With ammonium fluoride; potassium hexamethylsilazane; diisobutylaluminium hydride; In tetrahydrofuran; methanol; toluene; 2.2: Wittig reaction;
DOI:10.1002/1099-0690(200102)2001:4<809::AID-EJOC809>3.0.CO;2-6