Butanedioic acid, phenylmethyl tetrahydro-4,4-dimethyl-2-oxo-3-furanyl ester, (R)-

Base Information

• Chemical Name: Butanedioic acid, phenylmethyl tetrahydro-4,4-dimethyl-2-oxo-3-furanyl ester, (R)-
• CAS No.: 148114-16-3
• Molecular Formula: C17H20O6
• Molecular Weight: 320.342
• Mol file: 148114-16-3.mol

Synonyms:

Chemical Property of Butanedioic acid, phenylmethyl tetrahydro-4,4-dimethyl-2-oxo-3-furanyl ester, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Butanedioic acid, phenylmethyl tetrahydro-4,4-dimethyl-2-oxo-3-furanyl ester, (R)-

There total 4 articles about Butanedioic acid, phenylmethyl tetrahydro-4,4-dimethyl-2-oxo-3-furanyl ester, (R)- 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: 94.0%

Succinic acid benzyl ester isopropenyl ester (148114-02-7) + (R)-Pantolacton (599-04-2) → Succinic acid benzyl ester (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester (148114-16-3)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 4h; Ambient temperature;

DOI:10.1039/c39930000410

Reference yield:

benzyl 4-chloro-4-oxobutanoate (41437-17-6) → Succinic acid benzyl ester (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester (148114-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KH / 1) DME, below 0 deg C, 30 min; 2) DME, room temperature, 9 h

2: 94 percent / p-TsOH / CH₂Cl₂ / 4 h / 40 °C

With potassium hydride; toluene-4-sulfonic acid; In dichloromethane;

Reference yield:

succinic acid monobenzyl ester (103-40-2) → Succinic acid benzyl ester (R)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester (148114-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / Hg(OAc)2, BF₃*Et₂O / 2 h / 30 °C

2: 94 percent / p-TsOH / CH₂Cl₂ / 4 h / 40 °C

With boron trifluoride diethyl etherate; mercury(II) diacetate; toluene-4-sulfonic acid; In dichloromethane;

upstream raw materials:

Succinic acid benzyl ester isopropenyl ester

(R)-Pantolacton

benzyl 4-chloro-4-oxobutanoate

succinic acid monobenzyl ester