Cyclopropaneacetic acid, 1-[(methylsulfonyl)oxy]-, phenylmethyl ester

Base Information

• Chemical Name: Cyclopropaneacetic acid, 1-[(methylsulfonyl)oxy]-, phenylmethyl ester
• CAS No.: 832142-18-4
• Molecular Formula: C13H16O5S
• Molecular Weight: 284.333
• DSSTox Substance ID: DTXSID90462411
• Wikidata: Q82286944
• Mol file: 832142-18-4.mol

Synonyms:832142-18-4;Cyclopropaneacetic acid, 1-[(methylsulfonyl)oxy]-, phenylmethyl ester;DTXSID90462411

Chemical Property of Cyclopropaneacetic acid, 1-[(methylsulfonyl)oxy]-, phenylmethyl ester

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 284.07184478
• Heavy Atom Count: 19
• Complexity: 413

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CS(=O)(=O)OC1(CC1)CC(=O)OCC2=CC=CC=C2

Technology Process of Cyclopropaneacetic acid, 1-[(methylsulfonyl)oxy]-, phenylmethyl ester

There total 6 articles about Cyclopropaneacetic acid, 1-[(methylsulfonyl)oxy]-, phenylmethyl ester 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: 83.0%

benzyl alcohol (100-51-6,185532-71-2) + 2-{1-[(methylsulfonyl)oxy]cyclopropyl}acetic acid (832142-14-0) → benzyl 2-(1'-mesyloxycyclopropyl)acetate (832142-18-4)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 6h; Heating;

DOI:10.1002/adsc.200404025

Reference yield:

1-(2,2-diethoxyethyl)cyclopropane-1-ol (832142-17-3) → benzyl 2-(1'-mesyloxycyclopropyl)acetate (832142-18-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N; DMAP / CH₂Cl₂ / 4 h / 20 °C

2: 57.0 g / oxone / tetrahydrofuran; H₂O / 8 h / 20 °C

3: 83 percent / p-TsOH hydrate / toluene / 6 h / Heating

With dmap; Oxone; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1002/adsc.200404025

Reference yield:

1-(2,2-dimethoxyethyl)cyclopropyl methanesulfonate → benzyl 2-(1'-mesyloxycyclopropyl)acetate (832142-18-4)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. HCl / tetrahydrofuran / 0.5 h / 0 °C

2: 14.6 g / aq. H₂O₂ / tetrahydrofuran / 8 h / 60 °C

3: 83 percent / p-TsOH hydrate / toluene / 6 h / Heating

With hydrogenchloride; dihydrogen peroxide; toluene-4-sulfonic acid; In tetrahydrofuran; toluene;

DOI:10.1002/adsc.200404025

upstream raw materials:

benzyl alcohol

2-{1-[(methylsulfonyl)oxy]cyclopropyl}acetic acid

1-(2,2-dimethoxyethyl)cyclopropan-1-ol

1-(2,2-diethoxyethyl)cyclopropane-1-ol

Downstream raw materials:

benzyl 2-cyclopropylideneacetate

Refernces