5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate

Base Information

• Chemical Name: 5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate
• CAS No.: 886489-25-4
• Molecular Formula: C₂₃H₃₀O₇
• Molecular Weight: 418.487
• Mol file: 886489-25-4.mol

Synonyms:5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate

Chemical Property of 5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate

There total 1 articles about 5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate 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:

5-hydroxy-3-methyl-3-methoxycarbonylmethylenebenzofuran-2(3H)-one (847755-89-9) + (1R,2S,5R)-menthyl chloroformate (14602-86-9,7635-53-2) → 5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate (886489-25-4) + 5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3R)-menthyl carbonate (886489-26-5)

Guidance literature:

With triethylamine; In benzene; at 20 ℃; for 1.5h;

DOI:10.1021/jm050578p

Reference yield: 66.1%

5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate (886489-25-4) + 5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3R)-menthyl carbonate (886489-26-5) + 2-tolyl isocyanate (614-68-6) → (-)-(3aS)-3a-methyl-2,3,3a,8a-tetrahydrofuro[2,3-b]benzofuran-5yl N-(2'-methylphenyl)-carbamate + (+)-(5S)-5-methyl-4,5-dihydro-2,5-methano-1,3-benzodioxepin-7-yl N-(2'-methylphenyl)-carbamate

Guidance literature:

5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate; 5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3R)-menthyl carbonate; With sodium; In diethyl ether; at 20 ℃; for 0.0333333h;

2-tolyl isocyanate; In diethyl ether; at 20 ℃; for 0.583333h;

Reference yield:

5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate (886489-25-4) + 4-isopropylphenylisocyanate (31027-31-3) → (+)-(5S)-5-methyl-4,5-dihydro-2,5-methano-1,3-benzodioxepin-7-yl N-(p-isopropylphenyl)carbamate + (4-isopropyl-phenyl)-carbamic acid 3a-methyl-2,3,3a,8a-tetrahydro-1,8-dioxa-cyclopenta[a]inden-5-yl ester

Guidance literature:

5-hydroxy-3-methyl-3-(methoxycarbonylmethylene)benzofuran-2-one-(3S)-menthyl carbonate; With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 1.5h;

With sodium; In diethyl ether; at 20 ℃; for 0.0333333h;

4-isopropylphenylisocyanate; In diethyl ether; at 20 ℃;

DOI:10.1021/jm050578p

upstream raw materials:

5-hydroxy-3-methyl-3-methoxycarbonylmethylenebenzofuran-2(3H)-one

(1R,2S,5R)-menthyl chloroformate