cis-3-methylcyclohexanol

Base Information

• Chemical Name: cis-3-methylcyclohexanol
• CAS No.: 24965-91-1
• Molecular Formula: C₇H₁₄O
• Molecular Weight: 114.188
• Mol file: 24965-91-1.mol

Synonyms:cis-3-methylcyclohexanol

Chemical Property of cis-3-methylcyclohexanol

Chemical Property:

Purity/Quality:

(1R,3S)-3-methylcyclohexan-1-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-3-methylcyclohexanol

There total 30 articles about cis-3-methylcyclohexanol 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: 85.0%

1-methylcyclohex-2-en-1-ol (23758-27-2) → (1S,3S)-3-methylcyclohexanol (50538-78-8,591-23-1,5454-79-5,7443-55-2,23068-71-5,24965-90-0,24965-91-1,24965-92-2,24965-94-4)

Guidance literature:

1-methylcyclohex-2-en-1-ol; With laccase from Trametes versicolor; oxygen; 2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dimethyl sulfoxide; at 30 ℃; for 24h; pH=5.2; Schlenk technique; Enzymatic reaction;

With D-Glucose; enzyme from Saccharomyces pastorianus; GDH from Bacillus megaterium; NAD(P)+; READH from Rhodoccocus erythropolis; In aq. phosphate buffer; for 48h; pH=7; Reagent/catalyst; Inert atmosphere; Enzymatic reaction;

DOI:10.1002/adsc.201800299

Reference yield: 68.0%

(S)-seudenol (60733-10-0,54423-21-1) → (1S,3S)-3-methylcyclohexanol (50538-78-8,591-23-1,5454-79-5,7443-55-2,23068-71-5,24965-90-0,24965-91-1,24965-92-2,24965-94-4)

Guidance literature:

With hydrogen; Ru(OAc)2[(S)-BINAP]; In methanol; at 28 ℃; for 12h; under 3040 Torr;

DOI:10.1021/jo00238a048

Reference yield:

3-Methylcyclohexanone (591-24-2,625-96-7) → (1S,3S)-3-methylcyclohexanol (50538-78-8,591-23-1,5454-79-5,7443-55-2,23068-71-5,24965-90-0,24965-91-1,24965-92-2,24965-94-4) + (3R)-3-methylcyclohexanone (13368-65-5)

Guidance literature:

With NADPH; aq. Bis-Tris-buffer; In octane; at 60 ℃; for 10.4h; pH=6; electroenzymatic reduction;

DOI:10.1002/adsc.200700059

upstream raw materials:

cis-3-methylcyclohexanol

(S)-3-methylcyclohexanone

3-Methylcyclohexanone

methyl cyclohexane

Downstream raw materials:

(1R,3S)-1-amino-3-methylcyclohexane

(1S,3S)-3-methylcyclohexanol

(1R,3R)-1-amino-3-methylcyclohexane

trans-3-methylcyclohexyl 4-nitrobenzoate

Refernces

• 1、 Bheemireddy, Narendraprasad Reddy,Biswas, Sovan,Evano, Gwilherm,Maes, Bert U. W.,Van Steijvoort, Ben F.,Waeterschoot, Marjo. "Expedient Synthesis of Bridged Bicyclic Nitrogen Scaffolds via Orthogonal Tandem Catalysis". supporting information. p. 21988 - 21996. Retrieved 2021/08/13.
• 2、 Brenna, Elisabetta,Crotti, Michele,De Pieri, Matteo,Gatti, Francesco G.,Manenti, Gabriele,Monti, Daniela. "Chemo-Enzymatic Oxidative Rearrangement of Tertiary Allylic Alcohols: Synthetic Application and Integration into a Cascade Process". . p. 3677 - 3686. Retrieved 2018/06/04.