(+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol

Base Information

Chemical Name:(+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol
CAS No.:431041-23-5
Molecular Formula:C₃₁H₅₂O₄Si
Molecular Weight:516.837
Hs Code.:

Synonyms:(+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol

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Chemical Property of (+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol

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Technology Process of (+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol

There total 13 articles about (+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol 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:

: (3'aS,4'S,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-one

: 431041-23-5
(+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol

Guidance literature:: With sodium tetrahydroborate; In ethanol; at -40 ℃; for 7h;
DOI:10.1021/ja0125772

Reference yield:

: 112755-94-9,92007-37-9
(3a'R,6a'S)-5,5-dimethyltetrahydro-1'H-spiro[1,3-dioxane-2,2'-pentalen]-5'(3'H)-one

: 431041-23-5
(+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium (R,R)-bis(phenylethyl)amide; LiCl / tetrahydrofuran; hexane / 0.67 h / -100 °C

1.2: tetrahydrofuran; hexane / 0.5 h / -100 °C

2.1: NCS / CH₂Cl₂ / 1 h / 20 °C

2.2: aq. AcOH / tetrahydrofuran / 2 h / 20 °C

3.1: diethyl ether / 48 h / 0 °C

4.1: aq. NaHCO₃ / diethyl ether / 0.05 h / 20 °C

5.1: t-BuLi / pentane; diethyl ether / 0.5 h / -78 °C

5.2: [(n-Bu₃P)CuI]4 / pentane; diethyl ether / 0.67 h / -10 °C

5.3: 80 percent / pentane; diethyl ether; tetrahydrofuran / 0.5 h / -60 °C

6.1: benzeneseleninic anhydride / tetrahydrofuran / 1 h / 20 °C

7.1: 515 mg / NaBH₄ / ethanol / 7 h / -40 °C

With sodium tetrahydroborate; N-chloro-succinimide; benzeneseleninic anhydride; tert.-butyl lithium; sodium hydrogencarbonate; lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide; lithium chloride; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; pentane;
DOI:10.1021/ja0125772

Reference yield:

: 873949-36-1
(-)-(3'aS-cis)-N-[3',3'a,4',6'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2'(1'H)-pentalen-5'-yl]]-N'-(p-toluenesulfonyl)diazene

: 431041-23-5
(+)-(3'aS,4'S,5'R,6'aR)-[4'-[4-((S)-1''-(tert-butyldimethylsilanyloxy)hexyl)phenyl]-1',6'a,6',3'a-tetrahydro-5,5-dimethylspiro[1,3-dioxane-2,2']]pentalen-5'-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: t-BuLi / pentane; diethyl ether / 0.5 h / -78 °C

1.2: [(n-Bu₃P)CuI]4 / pentane; diethyl ether / 0.67 h / -10 °C

1.3: 80 percent / pentane; diethyl ether; tetrahydrofuran / 0.5 h / -60 °C

2.1: benzeneseleninic anhydride / tetrahydrofuran / 1 h / 20 °C

3.1: 515 mg / NaBH₄ / ethanol / 7 h / -40 °C

With sodium tetrahydroborate; benzeneseleninic anhydride; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; ethanol; pentane;
DOI:10.1021/ja0125772