Methyl cis-3-hydroxycyclobutanecarboxylate

Base Information

• Chemical Name: Methyl cis-3-hydroxycyclobutanecarboxylate
• CAS No.: 63485-50-7
• Molecular Formula: C6H10O3
• Molecular Weight: 130.144
• Hs Code.: 2918999090
• Mol file: 63485-50-7.mol

Synonyms:(1S,3S)-METHYL 3-HYDROXYCYCLOBUTANECARBOXYLATE;cis-Methyl 3-hydroxycyclobutanecarboxylate;

Chemical Property of Methyl cis-3-hydroxycyclobutanecarboxylate

Chemical Property:

• Boiling Point: 190℃
• PKA: 14.73±0.40(Predicted)
• Flash Point: 76℃
• PSA: 46.53000
• Density: 1.232
• LogP: -0.06970
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl5-Bromo-2-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl cis-3-hydroxycyclobutanecarboxylate

There total 3 articles about Methyl cis-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: 88.0%

methyl 3-oxocyclobutanecarboxylate (695-95-4) → cis-3-hydroxycyclobutylcarboxylic acid methyl ester (63485-50-7)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at -78 - -60 ℃; for 4h; Reagent/catalyst; Large scale;

Reference yield:

3-oxocyclobutanecarboxylic acid (23761-23-1) → cis-3-hydroxycyclobutylcarboxylic acid methyl ester (63485-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; 1,2-dichloro-ethane / dichloromethane / 18 h / 25 °C

2: sodium tetrahydroborate / methanol / 0.5 h / 0 - 25 °C

With dmap; sodium tetrahydroborate; 1,2-dichloro-ethane; In methanol; dichloromethane;

Reference yield:

→ cis-3-hydroxycyclobutylcarboxylic acid methyl ester (63485-50-7)

Guidance literature:

Lacton (V), H2SO4;

upstream raw materials:

3-oxocyclobutanecarboxylic acid

methyl 3-oxocyclobutanecarboxylate

Downstream raw materials:

((1s,3s)-3-((((tert-butyl)dimethyl)silyl)oxy)cyclobutyl)methanol

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

methyl (1R,3R)-3-((tert-butoxycarbonyl)amino)cyclobutane-1-carboxylate

Refernces

• 1、 -. "Method for synthesizing trans-3-hydroxy cyclobutyl formic acid". Paragraph 0047; 0048; 0052. . Retrieved 2018/07/06.