(2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane

Base Information

Chemical Name:(2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane
CAS No.:88096-48-4
Molecular Formula:C₁₂H₂₂O₄
Molecular Weight:230.304
Hs Code.:

Synonyms:(2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane

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Chemical Property of (2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane

Chemical Property:

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Technology Process of (2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane

There total 1 articles about (2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane 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:

: C₁₃H₁₇LiS

: 82415-05-2
(2S,4S,6S,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde

: 88096-48-4
(2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane

: 101212-42-4,113083-39-9,113083-41-3
(1RS,5R,2'R,3'S,6'S,8'S,10'S)-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecan-8'-yl)-3,5-dimethyl-6-thiophenylhex-2-enol

Guidance literature:: In tetrahydrofuran; at -80 ℃; for 2h; Yield given. Yields of byproduct given;

Reference yield: 80.0%

: 88096-48-4
(2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane

: 98-59-9
p-toluenesulfonyl chloride

: 107692-11-5
(2R,3S,6S,8S,10S)-(+)-2,3-dimethyl-10-hydroxy-8-(p-tolylsulphonyloxy)methyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: In pyridine; at 0 ℃;

Reference yield:

: 88096-48-4
(2R,3S,6S,8S,10S)-(+)-10-hydroxy-8-hydroxymethyl-2,3-dimethyl-1,7-dioxaspiro<5.5>undecane

: 107692-07-9
(2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / pyridine / 0 °C

2: 88 percent / imidazole / dimethylformamide / Ambient temperature

3: 80 percent / dimethylformamide / 12 h / 70 °C

4: di-isobutylaluminium hydride / CH₂Cl₂ / 5 h / Ambient temperature; 1.) -78 deg C --> room temp., 1 h

5: CH₂Cl₂ / 0 deg C, then room temp. overnight

With 1H-imidazole; diisobutylaluminum hydride; In pyridine; dichloromethane; N,N-dimethyl-formamide;