trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane

Base Information

• Chemical Name: trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane
• CAS No.: 161511-14-4
• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.393
• Mol file: 161511-14-4.mol

Synonyms:trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane

Chemical Property of trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane

There total 2 articles about trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane 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:

(1R,4S)-(4-hydroxymethylcyclobut-2-enyl)methanol (77774-01-7,446840-28-4) → cis-3,cis-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane (161511-13-3) + trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane (161511-14-4)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 8.25h; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0040-4020(01)89324-8

Reference yield:

cis-3,4-bis(benzyloxymethyl)cyclobut-1-ene (161395-11-5) → cis-3,cis-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane (161511-13-3) + trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane (161511-14-4)

Guidance literature:

With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 8.25h; Product distribution; Ambient temperature; reactions under var. conditions;

DOI:10.1016/S0040-4020(01)89324-8

Reference yield: 87.0%

trans-3,trans-4-bis(benzyloxymethyl)-1,2-epoxycyclobutane (161511-14-4) → trans-3, trans-4-bis(benzyloxymethyl)-trans-2-bromo-1-hydroxycyclobutane

Guidance literature:

With hydrogen bromide; In water; acetone; for 5.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)89324-8

upstream raw materials:

(1R,4S)-(4-hydroxymethylcyclobut-2-enyl)methanol

cis-3,4-bis(benzyloxymethyl)cyclobut-1-ene

Downstream raw materials:

((1R,2S,3R)-2,3-Bis-benzyloxymethyl-cyclopropyl)-methanol

Methanesulfonic acid (1S,2R,3S)-2,3-bis-benzyloxymethyl-cyclopropylmethyl ester

1-((1R,2S,3R)-2,3-Bis-benzyloxymethyl-cyclopropylmethyl)-5-methyl-1H-pyrimidine-2,4-dione

(1S,2R,3S)-2,3-Bis-benzyloxymethyl-cyclopropanecarbaldehyde

Refernces

• 1、 Mevellec, Laurence,Evers, Michel,Huet, Francois. "High selectivities in electrophilic additions to cyclobutene compounds". . p. 15103 - 15116. Retrieved 2007/10/03.