(1R,2R)-2-(benzyloxy)cyclopentan-1-ol

Base Information

• Chemical Name: (1R,2R)-2-(benzyloxy)cyclopentan-1-ol
• CAS No.: 113625-73-3
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• European Community (EC) Number: 969-005-1
• Nikkaji Number: J1.118.050G
• Mol file: 113625-73-3.mol

Synonyms:(1R,2R)-2-(benzyloxy)cyclopentan-1-ol;113625-73-3;rel-(1R,2R)-2-(benzyloxy)-1-cyclopentanol;starbld0022513;SCHEMBL25402397;AKOS040856046;(1R,2R)-2-phenylmethoxycyclopentan-1-ol;Rel-(1R,2R)-2-(benzyloxy)cyclopentan-1-ol;EN300-254691;F6619-0710

Chemical Property of (1R,2R)-2-(benzyloxy)cyclopentan-1-ol

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 192.115029749
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(C(C1)OCC2=CC=CC=C2)O
• Isomeric SMILES: C1C[C@H]([C@@H](C1)OCC2=CC=CC=C2)O

Technology Process of (1R,2R)-2-(benzyloxy)cyclopentan-1-ol

There total 19 articles about (1R,2R)-2-(benzyloxy)cyclopentan-1-ol 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: 99.0%

(+/-)-trans-1-allyloxy-2-benzyloxycyclopentane → rel-(1R,2R)-2-(benzyloxy)-1-cyclopentanol (113625-73-3)

Guidance literature:

With quinoline-2-carboxylic acid; cyclopentadienylruthenium(II) trisacetonitrile hexafluorophosphate; In methanol; at 30 ℃;

DOI:10.1021/ol0493397

Reference yield: 32.0%

Cyclopentene oxide (285-67-6) + benzyl alcohol (100-51-6,185532-71-2) → rel-(1R,2R)-2-(benzyloxy)-1-cyclopentanol (113625-73-3) + (1R,2R)-2-((1S,2S)-2-Benzyloxy-cyclopentyloxy)-cyclopentanol

Guidance literature:

With boron trifluoride diethyl etherate; for 0.0833333h;

DOI:10.1135/cccc19960778

Reference yield: 23.0%

rel-(1R,2S)-2-(benzyloxy)-1-cyclopentanol → rel-(1R,2R)-2-(benzyloxy)-1-cyclopentanol (113625-73-3)

Guidance literature:

rel-(1R,2S)-2-(benzyloxy)-1-cyclopentanol; With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -16 ℃; for 1h;

With water; N,N-dimethyl-formamide; at 100 ℃; for 2.5h; Dean-Stark;

With triethylamine; In methanol; at 20 ℃; for 0.5h;

DOI:10.1021/acs.orglett.6b02675

upstream raw materials:

Acetic acid (1R,2R)-2-benzyloxy-cyclopentyl ester

1-(benzyloxy)cyclopentene

Cyclopentene oxide

benzyl alcohol

Downstream raw materials:

(1R,2R)-cyclopentane-1,2-diol

(1S,2S)-2-(benzyloxy)cyclopentan-1-ol

Acetic acid (1S,2S)-2-benzyloxy-cyclopentyl ester

Acetic acid (1R,2R)-2-benzyloxy-cyclopentyl ester