Methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate

Base Information

• Chemical Name: Methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate
• CAS No.: 122331-04-8
• Molecular Formula: C8H14O3
• DSSTox Substance ID: DTXSID001200198
• Mol file: 122331-04-8.mol

Synonyms:Methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate;DTXSID001200198;122331-04-8

Chemical Property of Methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate

Chemical Property:

• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 167

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC1O)C(=O)OC
• Isomeric SMILES: C[C@]1(CCC[C@@H]1O)C(=O)OC

Technology Process of Methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate

There total 9 articles about Methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate 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: 87.0%

methanol (67-56-1) + (2S,4aR,7aS)-2-(tert-butyl)-5,6,7,7a-tetrahydro-4a-methylcyclopentadioxin-4(4aH)-one (124898-89-1) → methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate (122331-04-8,172825-20-6,172825-21-7)

Guidance literature:

With sodium methylate; for 1.5h;

DOI:10.1002/hlca.19890720410

Reference yield: 83.0%

(1S,2R)-2-(Methoxycarbonyl)cyclopentan-1-ol (122331-02-6) → methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate (122331-04-8,172825-20-6,172825-21-7)

Guidance literature:

DOI:10.1016/S0040-4039(00)00724-3

Reference yield: 78.0%

methanol (67-56-1) + (4aR,7aS)-5,6,7,7a-tetrahydro-4a-methylcyclopentadioxin-4(4aH)-one → methyl (1R,2S)-2-hydroxy-1-methylcyclopentanecarboxylate (122331-04-8,172825-20-6,172825-21-7)

Guidance literature:

With sodium methylate; for 1h;

DOI:10.1002/hlca.19890720410

upstream raw materials:

methanol

(2S,4aR,7aS)-2-(tert-butyl)-5,6,7,7a-tetrahydro-4a-methylcyclopentadioxin-4(4aH)-one

(1S,2R)-2-(Methoxycarbonyl)cyclopentan-1-ol

methyl iodide

Downstream raw materials:

methyl (R)-1-methyl-2-oxocyclopentanecarboxylate