(4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one

Base Information

• Chemical Name: (4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one
• CAS No.: 78597-75-8
• Molecular Formula: C₁₇H₃₀O₄
• Molecular Weight: 298.423
• Mol file: 78597-75-8.mol

Synonyms:(4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one

Chemical Property of (4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one

There total 2 articles about (4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one 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: 99.0%

(5R)-(L-menthyloxy)-2(5H)-furanone (112968-75-9,122079-41-8,122079-45-2,135041-07-5,77934-87-3) + isopropyl alcohol (67-63-0,8013-70-5) → (4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one (78597-75-8)

Guidance literature:

With di-tert-butyl peroxide; at 25 ℃; for 4h; Irradiation;

DOI:10.1007/BF00702401

Reference yield:

(5R)-(L-menthyloxy)-2(5H)-furanone (112968-75-9,122079-41-8,122079-45-2,135041-07-5,77934-87-3) + acetone (67-64-1) → (4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one (78597-75-8)

Guidance literature:

With N,N'-dimethylbenzylamine; In acetonitrile; Irradiation;

DOI:10.1016/S0040-4039(01)02089-5

Reference yield:

(4S,5R)-4-(2-hydroxypropan-2-yl)-5-((-)-menthyloxy)-dihydrofuran-2(3H)-one (78597-75-8) → (-)-(S)-2,2-dimethyl-5-oxotetrahydro-3-furancarboxylic acid (157007-74-4,97416-85-8)

Guidance literature:

Multi-step reaction with 3 steps

1: p-TsOH / 14 h / 110 °C

2: O₃ / ethyl acetate / 1.67 h / -78 °C

3: 1.) 1 N aq. KOH, 2.) aq. HCl / 14 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; toluene-4-sulfonic acid; ozone; In ethyl acetate;

DOI:10.1016/S0957-4166(00)86239-4

upstream raw materials:

(5R)-(L-menthyloxy)-2(5H)-furanone

isopropyl alcohol

acetone

Downstream raw materials:

(-)-(S)-2,2-dimethyl-5-oxotetrahydro-3-furancarboxylic acid