(3S)-1-Chloro-3-(phenylmethoxy)-2-butanone

Base Information

• Chemical Name: (3S)-1-Chloro-3-(phenylmethoxy)-2-butanone
• CAS No.: 156093-87-7
• Molecular Formula: C₁₁H₁₃ClO₂
• Molecular Weight: 212.676
• DSSTox Substance ID: DTXSID601268891
• Mol file: 156093-87-7.mol

Synonyms:(3S)-1-Chloro-3-(phenylmethoxy)-2-butanone;156093-87-7;DTXSID601268891

Chemical Property of (3S)-1-Chloro-3-(phenylmethoxy)-2-butanone

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 212.0604073
• Heavy Atom Count: 14
• Complexity: 176

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)CCl)OCC1=CC=CC=C1
• Isomeric SMILES: C[C@@H](C(=O)CCl)OCC1=CC=CC=C1

Technology Process of (3S)-1-Chloro-3-(phenylmethoxy)-2-butanone

There total 1 articles about (3S)-1-Chloro-3-(phenylmethoxy)-2-butanone 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:

Chloroiodomethane (593-71-5) + ethyl (S)-2-(benzyloxy)propionate (54783-72-1) → (3S)-3-(benzyloxy)-1-chloro-2-butanone (156093-87-7)

Guidance literature:

With water; methyllithium; ammonium chloride; lithium bromide; Yield given. Multistep reaction; 1.) THF, Et₂O, -78 deg C, 30 min, 2.) THF, Et₂O, -78 deg C;

DOI:10.1039/c39940000969

Reference yield: 82.0%

(3S)-3-(benzyloxy)-1-chloro-2-butanone (156093-87-7) + (Z)-2-phenyl-1-trimethylsilylethenenethiol (185844-35-3) → (3S)-3-(benzyloxy)-1-{[(Z)-2-phenyl-1-(trimethylsilyl)vinyl]sulfanyl}butan-2-one

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

DOI:10.1002/1099-0690(200007)2000:13<2391::AID-EJOC2391>3.0.CO;2-M

Reference yield:

(3S)-3-(benzyloxy)-1-chloro-2-butanone (156093-87-7) → (S)-3-Benzyloxy-1-chloro-butan-2-ol

Guidance literature:

With sodium tetrahydroborate; at -78 ℃;

DOI:10.1016/S0040-4039(99)00313-5

upstream raw materials:

Chloroiodomethane

ethyl (S)-2-(benzyloxy)propionate

Downstream raw materials:

3-(phenylmethoxy)butan-2-one