2-Cyclohexen-1-one, 4-(hydroxymethyl)-, (4R)-

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 4-(hydroxymethyl)-, (4R)-
• CAS No.: 192460-94-9
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• DSSTox Substance ID: DTXSID40457498
• Nikkaji Number: J877.045J
• Mol file: 192460-94-9.mol

Synonyms:2-Cyclohexen-1-one, 4-(hydroxymethyl)-, (4R)-;DTXSID40457498;192460-94-9;(R)-4alpha-Hydroxymethyl-2-cyclohexen-1-one

Chemical Property of 2-Cyclohexen-1-one, 4-(hydroxymethyl)-, (4R)-

Chemical Property:

• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C=CC1CO
• Isomeric SMILES: C1CC(=O)C=C[C@@H]1CO

Technology Process of 2-Cyclohexen-1-one, 4-(hydroxymethyl)-, (4R)-

There total 9 articles about 2-Cyclohexen-1-one, 4-(hydroxymethyl)-, (4R)- 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: 70.0%

(3R,4S,RS)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (290356-69-3) → (4R)-4-(hydroxymethyl)-cyclohex-2-ene-1-one (192460-94-9)

Guidance literature:

With trimethylsilyl iodide; In chloroform; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(02)01365-0

Reference yield: 70.0%

(3R,4S,RS)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene (290356-69-3) → bis-{(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo[2.2.1]hept-1-ylmethyl}disulfide (116195-09-6) + (4R)-4-(hydroxymethyl)-cyclohex-2-ene-1-one (192460-94-9)

Guidance literature:

With trimethylsilyl iodide; In chloroform; at 20 ℃; for 1.5h;

DOI:10.1016/S0040-4039(00)00612-2

Reference yield:

1-[6-tert-butoxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-cyclohex-2-enyl]-2,5-diphenyl-pyrrolidine → (4R)-4-(hydroxymethyl)-cyclohex-2-ene-1-one (192460-94-9)

Guidance literature:

With hydrogen fluoride; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/ja9921930

upstream raw materials:

(3R,4S,R_S)-4-(hydroxymethyl)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxycyclohexene

(3R,4R,R_S)-1-[(1S)-isoborneol-10-sulfinyl]-3-methoxy-4-methoxycarbonylcyclohexene

Downstream raw materials:

(+)-4-<(Benzyloxy)methyl>-2-cyclohexen-1-one

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