Bicyclo[3.1.0]hexan-3-ol

Base Information

• Chemical Name: Bicyclo[3.1.0]hexan-3-ol
• CAS No.: 89489-26-9
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.1448
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID20508139
• Mol file: 89489-26-9.mol

Synonyms:Bicyclo[3.1.0]hexan-3-ol;89489-26-9;MFCD09908095;MFCD20921684;DTXSID20508139;YKXMZSYOSBDLMM-UHFFFAOYSA-N;AMY26501;cis-3-Hydroxybicyclo[3.1.0]hexan;AKOS016004359;SB17532;SB17533;SB17534;AS-58169;SY029455;SY123888;CS-0035529;FT-0760252;EN300-268642;(1alpha,3beta,5alpha)-Bicyclo[3.1.0]hexan-3-ol

Chemical Property of Bicyclo[3.1.0]hexan-3-ol

Chemical Property:

• PSA: 20.23000
• LogP: 0.77720
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 98.073164938
• Heavy Atom Count: 7
• Complexity: 80.2

Purity/Quality:

99.3% ^*data from raw suppliers

Bicyclo[3.1.0]hexan-3-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C1CC(C2)O
• Uses: Bicyclo[3.1.0]hexan-3-ol is a reagent for the preparation of cycloalkoxyadenosines which is used as bacterial NAD+ dependent DNA ligase inhibitors.

Technology Process of Bicyclo[3.1.0]hexan-3-ol

There total 15 articles about Bicyclo[3.1.0]hexan-3-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: 53.0%

bicyclo[3.1.0]hexan-3-one (1755-04-0) → bicyclo[3.1.0]hexane-3-ol (89489-26-9)

Guidance literature:

With methanol; sodium tetrahydroborate; at -5 ℃; for 3h; Inert atmosphere;

Reference yield: 51.0%

diiodomethane (75-11-6) + cyclopent-3-enol (14320-38-8) → bicyclo[3.1.0]hexane-3-ol (89489-26-9)

Guidance literature:

diiodomethane; With diethylzinc; In hexane; dichloromethane; for 0.5h;

cyclopent-3-enol; In hexane; dichloromethane; for 3h;

Reference yield: 48.0%

diiodomethane (75-11-6) + cyclopent-3-enol (14320-38-8) → (1R,3r,5S)-bicyclo[3.1.0]hexan-3-ol (694-43-9,89489-26-9)

Guidance literature:

With diethylzinc; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1.5h;

upstream raw materials:

cyclopent-3-enol

diiodomethane

bicyclo[3.1.0]hexan-3-one

bicyclo<3.1.0>hexane

Downstream raw materials:

trans-bicyclo<3.1.0>hexan-3-ol

Refernces

• 1、 -. "INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION". Page/Page column 13. . Retrieved 2021/04/17.
• 2、 -. "INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION". Page/Page column 5-6. . Retrieved 2021/09/11.