(3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane

Base Information

Chemical Name:(3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane
CAS No.:209251-49-0
Molecular Formula:C₃₄H₅₀O₆Si
Molecular Weight:582.853
Hs Code.:

Synonyms:(3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane

Suppliers and Price of (3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane

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 (3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane

There total 2 articles about (3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane 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%

: 207226-47-9
(R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

: Tributyl-((E)-2-[1,3]dioxolan-2-yl-vinyl)-stannane

: 209251-49-0
(3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane

: (3'S,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane

Guidance literature:: Tributyl-((E)-2-[1,3]dioxolan-2-yl-vinyl)-stannane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(R)-2-{(4R,5R,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde; In tetrahydrofuran; hexane; at -90 - -78 ℃; for 1.33333h; Further stages.;
DOI:10.1021/jo0267908

Reference yield:

: (2R,3R,4R,5S,6S)-1-[(tert-butyldiphenylsilyl)oxy]-3,5-O-isopropylidene-2,4,6-trimethyl-octane-7,8-diol

: 209251-49-0
(3'R,4'S,5'S,6'R,7'R,8'R)-3'-hydroxy-5',7'-O-isopropylidene-4',6',8'-trimethyl-9'-[(tert-butyldiphenylsilyl)oxy]-non-1'-enyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / NaIO₄ / tetrahydrofuran; H₂O / 1 h / 23 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 63 percent / tetrahydrofuran; hexane / 1.33 h / -90 - -78 °C

With sodium periodate; n-butyllithium; In tetrahydrofuran; hexane; water;
DOI:10.1021/jo0267908