Cyclopropa[3,4]cyclopenta[1,2-d]-1,3-dioxole-4a(3aH)-methanol, tetrahydro-5-hydroxy-2,2-dimethyl-, (3aR,3bR,4aS,5S,5aS)- (9CI)

Base Information

Chemical Name:Cyclopropa[3,4]cyclopenta[1,2-d]-1,3-dioxole-4a(3aH)-methanol, tetrahydro-5-hydroxy-2,2-dimethyl-, (3aR,3bR,4aS,5S,5aS)- (9CI)
CAS No.:389626-29-3
Molecular Formula:C₁₀H₁₆O₄
Molecular Weight:200.235
Hs Code.:
Mol file:389626-29-3.mol

Synonyms:Cyclopropa[3,4]cyclopenta[1,2-d]-1,3-dioxole-4a(3aH)-methanol, tetrahydro-5-hydroxy-2,2-dimethyl-, (3aR,3bR,4aS,5S,5aS)- (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 Cyclopropa[3,4]cyclopenta[1,2-d]-1,3-dioxole-4a(3aH)-methanol, tetrahydro-5-hydroxy-2,2-dimethyl-, (3aR,3bR,4aS,5S,5aS)- (9CI)

Chemical Property:

PSA：58.92000
LogP:-0.12040

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Cyclopropa[3,4]cyclopenta[1,2-d]-1,3-dioxole-4a(3aH)-methanol, tetrahydro-5-hydroxy-2,2-dimethyl-, (3aR,3bR,4aS,5S,5aS)- (9CI)

There total 6 articles about Cyclopropa[3,4]cyclopenta[1,2-d]-1,3-dioxole-4a(3aH)-methanol, tetrahydro-5-hydroxy-2,2-dimethyl-, (3aR,3bR,4aS,5S,5aS)- (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: 80.0%

: 155792-02-2
ethyl (1R,4R)-8,8-dimethyl-5-oxo-7,9-dioxatricyclo[4.3.0.0^[2,4]]nonane-4-carboxylate

: 389626-29-3,389626-30-6
(1S,2S,3R,4R,5R)-1-(hydroxymethyl)-3,4-isopropylenedioxybicyclo[3.1.0]hexane-2,3,4-triol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at -10 ℃; for 0.5h;
DOI:10.1016/S0040-4039(01)01556-8

Reference yield: 76.0%

: 495397-74-5
ethyl (1R,4R)-5-hydroxy-8,8-dimethyl-7,9-dioxatricyclo[4.3.0.0^[2,4]]nonane-4-carboxylate

: 389626-29-3,389626-30-6
(1S,2S,3R,4R,5R)-1-(hydroxymethyl)-3,4-isopropylenedioxybicyclo[3.1.0]hexane-2,3,4-triol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at -10 ℃; for 0.5h;
DOI:10.1016/S0040-4020(02)01002-5

Reference yield:

: 155934-55-7
(4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde

: 389626-29-3,389626-30-6
(1S,2S,3R,4R,5R)-1-(hydroxymethyl)-3,4-isopropylenedioxybicyclo[3.1.0]hexane-2,3,4-triol

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / SnCl₂ / CH₂Cl₂ / 2 h / 0 °C

2: 92 percent / tosyl azide; Et₃N / ethanol / 12 h / 20 °C

3: 19 percent / Rh₂(OAc)4 / toluene / 1.5 h / Heating

4: 80 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / -10 °C

With lithium aluminium tetrahydride; 4-toluenesulfonyl azide; triethylamine; tin(ll) chloride; dirhodium tetraacetate; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(02)01002-5