Dihydro-4,4-dimethyl-3-(phenylmethoxy)-2(3H)-Furanone

Base Information

• Chemical Name: Dihydro-4,4-dimethyl-3-(phenylmethoxy)-2(3H)-Furanone
• CAS No.: 117895-47-3
• Molecular Formula: C13H16 O3
• Molecular Weight: 220.268
• Mol file: 117895-47-3.mol

Synonyms:2(3H)-Furanone,dihydro-4,4-dimethyl-3-(phenylmethoxy)-, (?à)-; (?à)-Dihydro-4,4-dimethyl-3-(phenylmethoxy)-2(3H)-furanone;4,4-Dimethyl-3-(phenylmethoxy)-3,4,5-trihydrofuran-2-one

Chemical Property of Dihydro-4,4-dimethyl-3-(phenylmethoxy)-2(3H)-Furanone

Chemical Property:

• Refractive Index: 1.529
• PSA: 35.53000
• LogP: 2.15480

Purity/Quality:

99% ^*data from raw suppliers

2-BENZYLOXY-3,3-DIMETHYL-BUTYROLACTONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dihydro-4,4-dimethyl-3-(phenylmethoxy)-2(3H)-Furanone

There total 13 articles about Dihydro-4,4-dimethyl-3-(phenylmethoxy)-2(3H)-Furanone 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: 98.0%

benzyl bromide (100-39-0) + pantolactone (79-50-5) → 3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one (117895-47-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; silver(l) oxide; In dichloromethane; at 20 ℃; for 48h; Darkness;

DOI:10.1021/ol402017x

Reference yield: 97.0%

O-benzyl 2,2,2-trichloroacetimidate (81927-55-1) + (S)-pantolactone (79-50-5,599-04-2,5405-40-3,52126-90-6) → (S)-3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one (20374-33-8,97024-23-2,117895-47-3,96089-96-2)

Guidance literature:

With trifluorormethanesulfonic acid; In hexane; dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield: 81.0%

(2S)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoic acid (1377411-56-7) → (S)-3-(benzyloxy)-4,4-dimethyldihydrofuran-2(3H)-one (20374-33-8,97024-23-2,117895-47-3,96089-96-2)

Guidance literature:

(2S)-4-acetoxy-2-(benzyloxy)-3,3-dimethylbutanoic acid; With potassium carbonate; In methanol; at 20 ℃; for 6h;

With hydrogenchloride; In methanol; water; for 1h;

DOI:10.1055/s-0031-1290489

upstream raw materials:

pantolactone

benzyl chloride

Sodium; (S)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-olate

benzyl bromide

Downstream raw materials:

(3S,4S)-3-Benzyloxy-2,2-dimethyl-pentane-1,4-diol

(3S,4R)-3-Benzyloxy-2,2-dimethyl-pentane-1,4-diol

3-Benzyloxy-4,4-dimethyl-tetrahydro-furan-2-ol

(+/-)-3-benzyloxy-4,4-dimethylpyrrolidin-2-one

Refernces

• 1、 Sanyal, Ishita,Barman, Piyalideb,Banerjee, Asishkumar. "Enantiodivergent syntheses of pantolactone and pantothenic acid from d -mannitol". . p. 1102 - 1108. Retrieved 2012/05/04.
• 2、 Evans, David A.,Welch, Dennie S.,Speed, Alexander W. H.,Moniz, George A.,Reichelt, Andreas,Ho, Stephen. "An aldol-based synthesis of(+)-peloruside a, a potent microtubule Stabilizing Agent". supporting information; experimental part. p. 3840 - 3841. Retrieved 2009/08/08.