(-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid

Base Information

• Chemical Name: (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid
• CAS No.: 65376-04-7
• Molecular Formula: C8H14O3
• Molecular Weight: 158.197
• Mol file: 65376-04-7.mol

Synonyms:(-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid

Chemical Property of (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid

Chemical Property:

• PSA: 57.53000
• LogP: 0.86970

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid

There total 15 articles about (-)-(1R,2R)-trans-2-(hydroxyMethyl)cyclohexanoic acid 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: 65.0%

(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride (14166-21-3) → trans-2-(hydroxymethyl)cyclohexanecarboxylic acid (57280-65-6,65376-04-7,80795-84-2,93379-40-9)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 15 ℃; for 3h;

DOI:10.1039/c4ob01266f

Reference yield: 34.0%

(3aR,7aS)-hexahydroisobenzofuran-1-one (89395-29-9) → (-)-(1R,2R)-trans-2-(hydroxymethyl)cyclohexanoic acid (65376-04-7)

Guidance literature:

With sodium hydroxide; In water; at 130 ℃; for 192h;

DOI:10.1021/ja00381a024

Reference yield:

(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol (76155-27-6,25712-33-8) → trans-2-(hydroxymethyl)cyclohexanecarboxylic acid (57280-65-6,65376-04-7,80795-84-2,93379-40-9) + (+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane (65376-05-8,25712-33-8) + (1S,2S)-(–)-1,2-di(hydroxymethyl)cyclohexane (3205-34-3,25712-33-8) + (-)-(1R,2R)-trans-2-(hydroxymethyl)cyclohexanoic acid (65376-04-7)

Guidance literature:

With sodium hydroxide; NAD; silver nitrate; glycine; Flavin mononucleotide; Product distribution; multistep reaction, other trans-diols, stereospecificity;

DOI:10.1021/ja00381a024

upstream raw materials:

(+/-)-trans-2-(hydroxymethyl)cyclohexylmethanol

(+/-)-trans-1,2-cyclohexanedicarboxylic anhydride

(1S,2S)-cyclohexane-1,2-dicarboxylic acid

(1S,2S)-trans-1,2-cyclohexanedicarboxylic anhydride

Downstream raw materials:

(+)-(1R,2R)-trans-1,2-bis(hydroxymethyl)cyclohexane

Refernces

• 1、 Schur, Christine,Kelm, Harald,Gottwald, Thomas,Ludwig, Arne,Kneuer, Rainer,Hartung, Jens. "Annulated and bridged tetrahydrofurans from alkenoxyl radical cyclization". supporting information. p. 8288 - 8307. Retrieved 2015/01/09.