cis-tert-butyl 3-hydroxycyclobutanecarboxylate

Base Information

• Chemical Name: cis-tert-butyl 3-hydroxycyclobutanecarboxylate
• CAS No.: 939768-64-6
• Molecular Formula: C9H16O3
• Molecular Weight: 172.224
• Mol file: 939768-64-6.mol

Synonyms:cis-tert-butyl 3-hydroxycyclobutanecarboxylate

Chemical Property of cis-tert-butyl 3-hydroxycyclobutanecarboxylate

Chemical Property:

• PSA: 46.53000
• LogP: 1.09900

Purity/Quality:

99%, ^*data from raw suppliers

cis-tert-Butyl3-hydroxycyclobutanecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-tert-butyl 3-hydroxycyclobutanecarboxylate

There total 3 articles about cis-tert-butyl 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: 98.83%

tert-butyl 3-oxocyclobutane-1-carboxylate (145549-76-4) → tert-butyl (1s,3s)-3-hydroxycyclobutane-1-carboxylate (939768-64-6)

Guidance literature:

With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 2.33333h; Temperature; Inert atmosphere;

Reference yield:

tert-butyl 3-oxocyclobutane-1-carboxylate (145549-76-4) → tert-butyl (1s,3s)-3-hydroxycyclobutane-1-carboxylate (939768-64-6) + trans-tert-butyl (1r,3r)-3-hydroxycyclobutane-1-carboxylate (1311158-43-6)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 10 ℃; for 1h; Overall yield = 99 %; Overall yield = 213 g;

DOI:10.1021/op300345v

Reference yield:

3-oxocyclobutanecarboxylic acid (23761-23-1) → tert-butyl (1s,3s)-3-hydroxycyclobutane-1-carboxylate (939768-64-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / tert-butyl alcohol / 0 - 20 °C / Inert atmosphere

2: methanol; sodium tetrahydroborate / tetrahydrofuran / 2.33 h / 0 - 20 °C / Inert atmosphere

With methanol; dmap; sodium tetrahydroborate; In tetrahydrofuran; tert-butyl alcohol;

upstream raw materials:

tert-butyl 3-oxocyclobutane-1-carboxylate

3-oxocyclobutanecarboxylic acid

Downstream raw materials:

tert butyl trans-3-[3-chloro-4-{5-(5-chloro-6-isopropoxypyridin-3-yl)-1,2,4-oxadiazol-3-yl}phenoxy]cyclobutanecarboxylate

(1R,3R)-tert-butyl 3-(3-chloro-4-((Z)-N'-hydroxycarbamimidoyl)phenoxy)cyclobutanecarboxylate

trans-3-[3-chloro-4-{5-(5-chloro-6-isopropoxypyridin-3-yl)-1,2,4-oxadiazol-3-yl}phenoxy]cyclobutanecarboxylic acid

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