(2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne

Base Information

Chemical Name:(2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne
CAS No.:1215176-61-6
Molecular Formula:C₃₄H₅₆O₅Si
Molecular Weight:572.901
Hs Code.:

Synonyms:(2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne

Suppliers and Price of (2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne

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 (2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne

There total 15 articles about (2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne 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: 74.0%

: 1215176-59-2
(2R,3S,4R)-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyn-2-ol

: 65-85-0,8013-63-6
benzoic acid

: 1215176-61-6
(2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at -20 - 20 ℃;
DOI:10.1016/j.carres.2010.05.003

Reference yield: 72.0%

: 1215176-59-2
(2R,3S,4R)-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyn-2-ol

: 65-85-0,8013-63-6
benzoic acid

: 1215176-61-6
(2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne

: C₂₇H₅₀O₃Si

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at -20 - 20 ℃;

Reference yield:

: 629-05-0
n-octyne

: 1215176-61-6
(2S,3R,4R)-2-benzoyloxy-1-(tert-butyldimethylsilyloxy)-3,4-O-isopropylidene-11-octadecyne

: C₂₇H₅₀O₃Si

Guidance literature:: Multi-step reaction with 11 steps

1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium / hexane; tetrahydrofuran / -40 °C

1.2: -40 - 20 °C

2.1: toluene-4-sulfonic acid / methanol / 6 h / 20 °C

3.1: triethylamine / dichloromethane / 0.5 h / 0 °C

4.1: sodium iodide / acetone / 16 h / Reflux

5.1: tert.-butyl lithium / diethyl ether; pentane / 1.08 h / -78 - 20 °C

5.2: 0.5 h / -40 - -30 °C / Inert atmosphere

6.1: diethyl ether; pentane; tetrahydrofuran / 16 h / -20 - 20 °C / Inert atmosphere

7.1: toluene-4-sulfonic acid / methanol / 2 h / 20 °C

8.1: dmap / dichloromethane / 3 h / 20 °C

9.1: toluene-4-sulfonic acid / 1 h / 20 °C

10.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; water / dichloromethane / 1 h / 20 °C

11.1: triphenylphosphine; diethylazodicarboxylate / toluene; tetrahydrofuran / -20 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; water; tert.-butyl lithium; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium iodide; diethylazodicarboxylate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; acetone; toluene; pentane;