(2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Base Information

Chemical Name:(2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]
CAS No.:882523-28-6
Molecular Formula:C₃₅H₅₄O₁₀Si
Molecular Weight:662.893
Hs Code.:

(2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Synonyms:(2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Suppliers and Price of (2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-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 (2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

There total 22 articles about (2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-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: 99.4%

: 108-24-7
acetic anhydride

: 219967-40-5
(2S,3S,4R,5R,6S,7R)-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyn-7-ol-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

: 882523-28-6
(2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 12h;
DOI:10.3987/COM-05-S(T)71

Reference yield:

: 882523-36-6
(2S,3R,4R,5R)-3-benzyloxy-6-hydroxy-2-[(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-trimethylsilylethynyl-3,4,5,6-tetrahydro-2H-pyran-4,5-bis[spiro-4''-(2'',2''-dimethyl-1'',3''-dioxolane)]

: 69739-34-0
t-butyldimethylsiyl triflate

: 108-24-7
acetic anhydride

: (2S,3S,4R,5R,6S,7S)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

: 882523-28-6
(2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Guidance literature:: (2S,3R,4R,5R)-3-benzyloxy-6-hydroxy-2-[(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl]-6-trimethylsilylethynyl-3,4,5,6-tetrahydro-2H-pyran-4,5-bis[spiro-4''-(2'',2''-dimethyl-1'',3''-dioxolane)]; With sodium tetrahydroborate; In tetrahydrofuran; ethanol; water; at 4 ℃; for 20h;

acetic anhydride; With pyridine; dmap; In dichloromethane; at 20 ℃;

t-butyldimethylsiyl triflate; With triethylamine; In dichloromethane; at 20 ℃; Title compound not separated from byproducts;
DOI:10.3987/COM-05-S(T)71

Reference yield:

: 100-39-0
benzyl bromide

: 882523-28-6
(2S,3S,4R,5R,6S,7R)-7-acetoxy-4-benzyloxy-3-tert-butyldimethylsiloxy-1,2-O-isopropylidenedioxy-8-nonyne-5,6-bis[spiro-4'-(2',2'-dimethyl-1',3'-dioxolane)]

Guidance literature:: Multi-step reaction with 5 steps

1.1: 93.8 percent / NaH / dimethylformamide / 0.5 h / 0 °C

2.1: 84.7 percent / TBAF / tetrahydrofuran; hexane / 0.5 h / 0 °C

3.1: 71.5 percent / PCC; NaOAc; Celite / CH₂Cl₂ / 2 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane

4.2: 73.5 percent / tetrahydrofuran; hexane / -78 °C

5.1: NaBH₄ / ethanol; H₂O; tetrahydrofuran / 20 h / 4 °C

5.2: DMAP; pyridine / CH₂Cl₂ / 20 °C

5.3: Et₃N / CH₂Cl₂ / 20 °C

With sodium tetrahydroborate; n-butyllithium; Celite; tetrabutyl ammonium fluoride; sodium acetate; sodium hydride; pyridinium chlorochromate; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.3987/COM-05-S(T)71