Spiro[bicyclo[3.1.0]hexane-2,2-[1,3]dioxolane]-1-methanol (9CI)

Base Information

Chemical Name:Spiro[bicyclo[3.1.0]hexane-2,2-[1,3]dioxolane]-1-methanol (9CI)
CAS No.:161794-35-0
Molecular Formula:C₉H₁₄O₃
Molecular Weight:170.208
Hs Code.:
Mol file:161794-35-0.mol

Synonyms:Spiro[bicyclo[3.1.0]hexane-2,2-[1,3]dioxolane]-1-methanol (9CI)

Suppliers and Price of Spiro[bicyclo[3.1.0]hexane-2,2-[1,3]dioxolane]-1-methanol (9CI)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Spiro[bicyclo[3.1.0]hexane-2,2-[1,3]dioxolane]-1-methanol (9CI)

Chemical Property:

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Technology Process of Spiro[bicyclo[3.1.0]hexane-2,2-[1,3]dioxolane]-1-methanol (9CI)

There total 2 articles about Spiro[bicyclo[3.1.0]hexane-2,2-[1,3]dioxolane]-1-methanol (9CI) 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: 96.0%

: Methyl (+/-)-(1R*,5R*)-2,2-(ethylenedioxy)bicyclo<3.1.0>hexane-1-carboxylate

: 161794-35-0
(+/-)-(1R*,5R*)-2,2-(Ethylenedioxy)bicyclo<3.1.0>hexane-1-methanol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo00105a028

Reference yield:

: 61996-11-0,67303-94-0,111687-65-1
Methyl 2-oxobicyclo[3.1.0]hexane-1-carboxylate

: 161794-35-0
(+/-)-(1R*,5R*)-2,2-(Ethylenedioxy)bicyclo<3.1.0>hexane-1-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / camphorsulfonic acid / benzene / 3 h / Heating

2: 96 percent / DIBALH / CH₂Cl₂; hexane / 1 h / -78 °C

With camphor-10-sulfonic acid; diisobutylaluminium hydride; In hexane; dichloromethane; benzene;
DOI:10.1021/jo00105a028

Reference yield:

: 161794-35-0
(+/-)-(1R*,5R*)-2,2-(Ethylenedioxy)bicyclo<3.1.0>hexane-1-methanol

: (+/-)-(1S*,5R*)-1-<(1'Z)-4'-(Benzyloxy)but-1'-enyl>-2,2-(ethylenedioxy)bicyclo<3.1.0>hexane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) -78 deg C, 15 min

2: 1.) BuLi / 1.) THF, hexane, 0 deg C, 20 min, 2.) -78 deg C, 15 min; 0 deg C,11 h

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine;
DOI:10.1021/jo00105a028