cis--ethyl 3-(benzyloxy)cyclobutanecarboxylate

Base Information

• Chemical Name: cis--ethyl 3-(benzyloxy)cyclobutanecarboxylate
• CAS No.: 141352-62-7
• Molecular Formula: C14H18O3
• Molecular Weight: 234.29100
• Mol file: 141352-62-7.mol

Synonyms:Acetyllycorin-2-on;3,5-Dipropoxy-N-pyridin-3-ylmethyl-benzamide;O1-acetyl-lycorin-2-one;

Chemical Property of cis--ethyl 3-(benzyloxy)cyclobutanecarboxylate

Chemical Property:

• PSA: 35.53000
• LogP: 2.54490
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

cis-Ethyl3-(benzyloxy)cyclobutanecarboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis--ethyl 3-(benzyloxy)cyclobutanecarboxylate

There total 8 articles about cis--ethyl 3-(benzyloxy)cyclobutanecarboxylate 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: 50.1%

diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate (54166-15-3) → 1α-benzyloxy-3β-carbethoxy-cyclobutane (141352-63-8) + ethyl 3α-(benzyloxy)cyclobutane-1α-carboxylate (141352-62-7)

Guidance literature:

With water; sodium chloride; In dimethyl sulfoxide; at 210 ℃; for 48h;

DOI:10.1002/hlca.19920750216

Reference yield:

1α-benzyloxy-cyclobutane-3β-carboxylic acid chloride (141352-61-6) → ethyl 3α-(benzyloxy)cyclobutane-1α-carboxylate (141352-62-7)

Guidance literature:

toluene; In tetrachloromethane; ethanol;

Reference yield:

1-bromo-2-benzyloxy-3-chloropropane (54307-67-4) → ethyl 3α-(benzyloxy)cyclobutane-1α-carboxylate (141352-62-7)

Guidance literature:

Multi-step reaction with 5 steps

2: aq. 4M KOH / H₂O; ethanol / 5 h / Heating

3: 88.6 percent / 215 °C / 0.4 Torr

4: 99.5 percent / oxalyl chloride / CCl₄ / 1) 0 deg C, 1 h, 2) r.t., 12 h

5: CCl₄ / 5 h / Ambient temperature

With potassium hydroxide; oxalyl dichloride; In tetrachloromethane; ethanol; water;

DOI:10.1002/hlca.19920750216

upstream raw materials:

ethanol

3-(benzyloxy)cyclobutane-1-carbonyl chloride

diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate

1-bromo-2-benzyloxy-3-chloropropane

Downstream raw materials:

3α-<((tert-butyl)diphenylsilyloxy)methyl>cyclobut-1α-yl 4-bromobenzenesulfonate

9-<3α-(((tert-butyl)diphenylsilyloxy)methyl)cyclobut-1β-yl>-9H-purin-6-amine

1α-(benzyloxy)-3α<((tert-butyl)diphenylsilyloxy)methyl>cyclobutane

3α-<((tert-butyl)diphenylsilyloxy)methyl>cyclobutane-1α-ol

Refernces

• 1、 Henlin,Rink,Spieser,Baschang. "Synthesis of 3-adenyl- and 3-thyminylcyclobutane-1,1-dimethanols and their homo-octameric phosphodiesters". . p. 589 - 603. Retrieved 2007/10/02.