(1S,2S,3S)-2,3-Bis(benzoyloxymethyl)cyclobutanol

Base Information

• Chemical Name: (1S,2S,3S)-2,3-Bis(benzoyloxymethyl)cyclobutanol
• CAS No.: 132294-17-8
• Molecular Formula: C20H20O5
• Molecular Weight: 340.376
• Mol file: 132294-17-8.mol

Synonyms:(1S,2S,3S)-2,3-Bis(benzoyloxymethyl)cyclobutanol;[1S-(1α,2β,3β)]-3-Hydroxy-1,2-cyclobutanediMethanol 1,2-Dibenzoate

Chemical Property of (1S,2S,3S)-2,3-Bis(benzoyloxymethyl)cyclobutanol

Chemical Property:

• Melting Point: 73 °C
• Boiling Point: 487.4±10.0 °C(Predicted)
• PKA: 14.62±0.60(Predicted)
• PSA: 72.83000
• Density: 1.239±0.06 g/cm3(Predicted)
• LogP: 2.69740
• Solubility.: Chloroform, Ether

Purity/Quality:

97% ^*data from raw suppliers

(1S,2S,3S)-2,3-Bis(benzoyloxymethyl)cyclobutanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of carbocyclic nucleoside derivatives.

Technology Process of (1S,2S,3S)-2,3-Bis(benzoyloxymethyl)cyclobutanol

There total 20 articles about (1S,2S,3S)-2,3-Bis(benzoyloxymethyl)cyclobutanol 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: 92.0%

C37H46O5 (1013657-42-5) → <(1S)-(1α,2β,3β)>-3-Hydroxy-1,2-cyclobutanedimethanol 1,2-dibenzoate ester (132294-17-8)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1021/ol702977x

Reference yield: 90.0%

(2S-trans)-2,3-bis[(benzoyloxy)methyl]cyclobutanone (132294-16-7) → <(1S)-(1α,2β,3β)>-3-Hydroxy-1,2-cyclobutanedimethanol 1,2-dibenzoate ester (132294-17-8)

Guidance literature:

With lithium tri-sec-butyl(hydrido)borate; In tetrahydrofuran; at -78 ℃; for 0.166667h;

DOI:10.1021/jm00108a026

Reference yield: 80.4%

trans-2,3-bis(benzoyloxymethyl)cyclobutanone (124770-80-5,126261-72-1,132294-16-7,132294-24-7) → C20H20O5 (126261-73-2,126373-88-4,127759-90-4,127759-93-7,132294-17-8,132294-25-8)

Guidance literature:

With lithium tri-sec-butyl(hydrido)borate; In tetrahydrofuran; at -78 ℃; for 3h; Inert atmosphere;

upstream raw materials:

(2S-trans)-2,3-bis[(benzoyloxy)methyl]cyclobutanone

trans-3,3-diethoxy-1,2-cyclobutanedicarboxylic acid

trans-3,3-diethoxy-1,2-cyclobutanedicarboxylic acid diethyl ester

[1S-[1α(S*),2β(S*)]]-N,N'-Bis[2-[[(1,1-dimethylethyl) dimethylsilyl]oxy]-1-phenylethyl]-3,3-diethoxy-1,2-cyclobutanedicarboxamide

Downstream raw materials:

<1S-(1α,2β,3β)>-3-<<(4-methylphenyl)sulfonyl>oxy>-1,2-cyclobutanedimethanol dibenzoate ester

C₂₁H₁₉F₃O₇S

C₂₁H₁₉NO₄

C₂₁H₂₁NO₅