rel-(1α*,6α*)-Norcarane-2β*-ol

Base Information

• Chemical Name: rel-(1α*,6α*)-Norcarane-2β*-ol
• CAS No.: 7432-49-7
• Molecular Formula: C₇H₁₂O
• Molecular Weight: 112.172
• Mol file: 7432-49-7.mol

Synonyms:2-norcaranol;endo-2-norcaranol;bicyclo[4.1.0]heptan-2-ol;exo-2-norcaranol;(R,S)-(1l,2u,6u)-2-Hydroxybicyclo[4.1.0]heptane;endo-bicyclo[4.1.0]heptan-3-ol;

Chemical Property of rel-(1α*,6α*)-Norcarane-2β*-ol

Chemical Property:

• PSA: 20.23000
• LogP: 1.16730

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of rel-(1α*,6α*)-Norcarane-2β*-ol

There total 10 articles about rel-(1α*,6α*)-Norcarane-2β*-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: 61.8%

bicyclo[4.1.0]heptane (286-08-8) → 3-hydroxymethylcyclohexene (103668-33-3,3309-97-5) + endo-2-norcaranol (7432-49-7,6376-96-1,31022-87-4,38263-37-5,38263-38-6,136616-41-6) + exo-Bicyclo<4.1.0>heptan-2-ol (31022-87-4) + bicyclo<4.1.0>heptanol-3 endo

Guidance literature:

With air; 1,4-dihydronicotinamide adenine dinucleotide; Fe₂S₂ ferredoxin from Pseudomonas species NCIB 9816-4; α3β3 oxygenase from Pseudomonas species NCIB 9816-4; reductase from Pseudomonas species NCIB 9816-4; In water; at 23 ℃; for 0.5h; pH=6.9;

DOI:10.1021/ja068188v

Reference yield:

bicyclo[4.1.0]heptane (286-08-8) → bicyclo[4.1.0]heptan-2-one (5771-58-4) + 3-chloromethylcyclohexene (19509-49-0) + endo-2-norcaranol (7432-49-7,6376-96-1,31022-87-4,38263-37-5,38263-38-6,136616-41-6) + exo-Bicyclo<4.1.0>heptan-2-ol (31022-87-4)

Guidance literature:

With iodosylbenzene; chloroaqua(tetraphenylporphinato)manganese(III); In dichloromethane; Yield given. Further byproducts given;

DOI:10.1021/ja00540a050

Reference yield:

bicyclo[4.1.0]heptane (286-08-8) → 2-Chlorbicyclo<4.1.0>hepten (34825-90-6) + 3-hydroxymethylcyclohexene (103668-33-3,3309-97-5) + endo-2-norcaranol (7432-49-7,6376-96-1,31022-87-4,38263-37-5,38263-38-6,136616-41-6) + exo-Bicyclo<4.1.0>heptan-2-ol (31022-87-4)

Guidance literature:

With iodosylbenzene; chloroaqua(tetraphenylporphinato)manganese(III); In dichloromethane; Yield given. Further byproducts given;

DOI:10.1021/ja00540a050

upstream raw materials:

diazomethane

Cyclohex-2-enol

bicyclo[4.1.0]heptane

2,7,7-trimethyltricyclo[4.1.1.0^2,4]octane

Downstream raw materials:

1-bromomethylcyclohex-2-ene

4-Bromocycloheptene

3-(iodomethyl)-1-cyclohexene

3-chloromethylcyclohexene

Refernces

• 1、 Austin, Rachel N.,Luddy, Kate,Erickson, Karla,Pender-Cudlip, Marilla,Bertrand, Erin,Deng, Dayi,Buzdygon, Ryan S.,Van Beilen, Jan B.,Groves, John T.. "Cage escape competes with geminate recombination during alkane hydroxylation by the diiron oxygenase AlkB". supporting information; experimental part. p. 5232 - 5234. Retrieved 2009/04/04.
• 2、 Chakrabarty, Sarmistha,Austin, Rachel N.,Deng, Dayi,Groves, John T.,Lipscomb, John D.. "Radical intermediates in monooxygenase reactions of Rieske dioxygenases". . p. 3514 - 3515. Retrieved 2007/10/03.