Methyl 3-hydroxycyclobutanecarboxylate

Base Information

• Chemical Name: Methyl 3-hydroxycyclobutanecarboxylate
• CAS No.: 63485-51-8
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Hs Code.: 2918999090
• European Community (EC) Number: 814-003-7,842-729-4
• DSSTox Substance ID: DTXSID801220213
• Mol file: 63485-51-8.mol

Synonyms:Methyl 3-hydroxycyclobutanecarboxylate;4934-99-0;63485-51-8;63485-50-7;Methyl cis-3-hydroxycyclobutanecarboxylate;trans-Methyl 3-hydroxycyclobutanecarboxylate;METHYL TRANS-3-HYDROXYCYCLOBUTANECARBOXYLATE;CIS-METHYL 3-HYDROXYCYCLOBUTANECARBOXYLATE;methyl 3-hydroxycyclobutane-1-carboxylate;3-Hydroxy-cyclobutanecarboxylic acid methyl ester;Cyclobutanecarboxylic acid, 3-hydroxy-, methyl ester;cis-3-hydroxycyclobutanecarboxylic acid methyl ester;(1S,3S)-METHYL 3-HYDROXYCYCLOBUTANECARBOXYLATE;Cis-methyl-3-hydroxycyclobutane-1-carboxylate;MFCD00512755;MFCD18483114;MFCD18483124;Methyl trans-3-hydroxycyclobutane-1-carboxylate;cis-3-hydroxy-cyclobutanecarboxylic acid methyl ester;Cyclobutanecarboxylic acid, 3-hydroxy-, methyl ester, trans-;3-Hydroxycyclobutanecarboxylic acid methyl ester;methyl (1r,3r)-3-hydroxycyclobutane-1-carboxylate;methyl (1s,3s)-3-hydroxycyclobutane-1-carboxylate;SCHEMBL398332;SCHEMBL398333;SCHEMBL398511;trans-3-Hydroxycyclobutanecarboxylic acid methyl ester;SCHEMBL10225955;SCHEMBL12030307;BYKHAEUVLSBWSU-SYDPRGILSA-N;BYKHAEUVLSBWSU-UHFFFAOYSA-N;BYKHAEUVLSBWSU-URHBZAFASA-N;DTXSID801220213;AKOS006272248;AKOS006373497;AKOS006373498;AM10832;CS-W004965;DS-5922;DS-8378;PB11695;PB16819;PB33903;DS-15690;SY035882;SY039196;SY099839;AM20070616;CS-0043491;CS-0044067;FT-0684773;FT-0698674;Methyl cis-3-hydroxycyclobutane-1-carboxylate;CIS-METHYL3-HYDROXYCYCLOBUTANECARBOXYLATE;EN300-205322;EN300-6958646;EN300-7064177;A827703;A868126;A868127;J-522177;trans 3-hydroxy-cyclobutanecarboxylic acid methyl ester;trans-3-hydroxy-cyclobutanecarboxylic acid methyl ester

Chemical Property of Methyl 3-hydroxycyclobutanecarboxylate

Chemical Property:

• Boiling Point: 190.2±33.0 °C(Predicted)
• PKA: 14.73±0.40(Predicted)
• PSA: 46.53000
• Density: 1.232±0.06 g/cm3(Predicted)
• LogP: -0.06970
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 130.062994177
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

97% ^*data from raw suppliers

Methyl trans-3-hydroxycyclobutanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CC(C1)O

Technology Process of Methyl 3-hydroxycyclobutanecarboxylate

There total 5 articles about Methyl 3-hydroxycyclobutanecarboxylate 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: 94.5%

methyl (E)-3-benzyloxycyclobutane-1-carboxylate (84182-50-3) → methyl (1r,3r)-3-hydroxycyclobutane-1-carboxylate (63485-51-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 40 ℃; under 7500.75 Torr;

Reference yield: 87.6%

methyl (1r,3r)-3-acetoxycyclobutane-1-carboxylate → methyl (1r,3r)-3-hydroxycyclobutane-1-carboxylate (63485-51-8)

Guidance literature:

With methanol; sodium methylate; at 20 ℃; for 12h;

Reference yield:

methyl (1s,3s)-3-((methylsulfonyl)oxy)cyclobutane-1-carboxylate → methyl (1r,3r)-3-hydroxycyclobutane-1-carboxylate (63485-51-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 21 h / 120 °C

2: sodium methylate; methanol / 12 h / 20 °C

With methanol; sodium methylate; In N,N-dimethyl-formamide;

upstream raw materials:

methyl (E)-3-benzyloxycyclobutane-1-carboxylate

methylester of 3-hydroxycyclobutane-1-carboxylic acid

Downstream raw materials:

N-(trans-3-[5-[(1R)-1-hydroxyethyl]-1,3,4-oxadiazol-2-yl]cyclobutyl)-3-phenylisoxazole-5-carboxamide