Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester

Base Information

• Chemical Name: Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester
• CAS No.: 145761-24-6
• Molecular Formula: C₁₃H₁₆O₅S
• Molecular Weight: 284.333
• Mol file: 145761-24-6.mol

Synonyms:Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester

Chemical Property of Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester

There total 17 articles about Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl 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: 91.0%

(5S,1'S)-5-(1'-hydroxy-2'-phenylethyl)dihydrofuran-2(3H)-one (125225-52-7) + methanesulfonyl chloride (124-63-0) → (5S,1'S)-5-(1'-methanesulfonyloxy-2'-phenylethyl)dihydrofuran-2(3H)-one (145761-24-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1039/c39920001562

Reference yield:

(4R,5R)-5-hydroxy-6-phenyl-4-hexanolide (125225-54-9) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester (145761-24-6)

Guidance literature:

With dmap; triethylamine; In dichloromethane; Ambient temperature;

DOI:10.1246/bcsj.64.721

Reference yield:

(E)-ethyl 6-phenylhex-4-enoate (145285-56-9) → Methanesulfonic acid (R)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester (145761-24-6)

Guidance literature:

Multi-step reaction with 3 steps

1: AD-Mix-β, MeSO2NH2, H2O / 2-methyl-propan-2-ol / 36 h / 0 °C

2: AcOH / toluene / 6 h / 115 °C

3: DMAP, Et₃N / CH₂Cl₂ / 0 °C

With dmap; methanesulfonamide; AD-mix-β; water; acetic acid; triethylamine; In dichloromethane; toluene; tert-butyl alcohol;

DOI:10.1039/a902518i

upstream raw materials:

(4R,5R)-5-hydroxy-6-phenyl-4-hexanolide

methanesulfonyl chloride

(E)-ethyl 6-phenylhex-4-enoate

(2R,3R)-2,3-isopropylidendioxy-6-hepten-1-ol

Downstream raw materials:

Acetic acid (S)-1-((R)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester

Acetic acid (R)-1-((S)-5-oxo-tetrahydro-furan-2-yl)-2-phenyl-ethyl ester

(4R)-4-{1-[(S)-(tert-butoxycarbonyl)amino]-2-phenylethyl}-γ-butyrolactone

(2S,4S,5S)-2,5-bis<<(1,1-dimethylethoxy)carbonyl>amino>-1,6-diphenyl-4-hydroxyhexane