cis-2-bicyclo[3.1.0]hexanol

Base Information

• Chemical Name: cis-2-bicyclo[3.1.0]hexanol
• CAS No.: 57954-54-8
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.1448
• Mol file: 57954-54-8.mol

Synonyms:

Chemical Property of cis-2-bicyclo[3.1.0]hexanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-2-bicyclo[3.1.0]hexanol

There total 14 articles about cis-2-bicyclo[3.1.0]hexanol 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: 51.7%

bicyclo[3.1.0]hexane (285-58-5) → 3-hydroxymethyl-cyclopentene (13668-59-2) + endo-2-bicyclo<3.1.0>hexanol (822-58-2) + cis-2-bicyclo[3.1.0]hexanol (822-58-2,822-59-3,41413-37-0,57954-54-8) + 3-cyclohexen-1-ol (822-66-2,72137-22-5)

Guidance literature:

With air; 1,4-dihydronicotinamide adenine dinucleotide; Fe₂S₂ ferredoxin from Pseudomonas species NCIB 9816-4; α3β3 oxygenase from Pseudomonas 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[3.1.0]hexane (285-58-5) → bicyclo[3.1.0]hexan-3-one (1755-04-0) + 3-hydroxymethyl-cyclopentene (13668-59-2) + bicyclo[3.1.0]hexane-3-ol (89489-26-9) + endo-2-bicyclo<3.1.0>hexanol (822-58-2) + cis-2-bicyclo[3.1.0]hexanol (822-58-2,822-59-3,41413-37-0,57954-54-8) + 3-cyclohexen-1-ol (822-66-2,72137-22-5)

Guidance literature:

With DL-dithiothreitol; Pseudomonas putida GPo₁ alkane hydroxylase; β-nicotinamide adenine dinucleotide?reduced; In glycerol; pH=7.4; Kinetics; aq. phosphate buffer;

DOI:10.1002/anie.200801184

Reference yield:

bicyclo<3.1.0>hexane (285-58-5) → (1R,3r,5S)-bicyclo[3.1.0]hexan-3-ol (694-43-9,89489-26-9) + 3-hydroxymethyl-cyclopentene (13668-59-2) + endo-2-bicyclo<3.1.0>hexanol (822-58-2) + cis-2-bicyclo[3.1.0]hexanol (822-58-2,822-59-3,41413-37-0,57954-54-8) + 3-cyclohexen-1-ol (822-66-2,72137-22-5)

Guidance literature:

With alkane monooxygenase from Pseudomonas putida; In acetone; Catalytic behavior; Enzymatic reaction;

DOI:10.1021/ja3059149

upstream raw materials:

(R)-1-chlorohex-5-en-2-ol

(-)-(S)-2-(but-3-enyl)oxirane

cyclopent-2-enol

diiodomethane

Downstream raw materials:

(1aS,5aS)-2-(4-oxypyrazin-2-yl)-1a,2,5,5a-tetrahydro-1H-2,3-diazacyclopropa[a]pentalene-4-carboxylic acid ((S)-1-hydroxymethyl-2,2-dimethylpropyl)amide

(1aS,5aS)-2-(4-oxy-pyrazin-2-yl)-1a,2,5,5a-tetrahydro-1H-2,3-diazacyclopropa[a]pentalene-4-carboxylic acid ((S)-2-hydroxy-1-phenyl-ethyl)-amide