[1R,(-)]-6α-Acetyloxy-1,2,4aα,5,6,8aα-hexahydro-4,7-dimethyl-α-methylene-1α-naphthaleneacetic acid methyl ester

Base Information

• Chemical Name: [1R,(-)]-6α-Acetyloxy-1,2,4aα,5,6,8aα-hexahydro-4,7-dimethyl-α-methylene-1α-naphthaleneacetic acid methyl ester
• CAS No.: 91896-98-9
• Molecular Formula: C₁₈H₂₄O₄
• Molecular Weight: 304.386
• Mol file: 91896-98-9.mol

Synonyms:(-)-Acetylepiledesmic acid methyl ester;[1R,(-)]-6α-Acetyloxy-1,2,4aα,5,6,8aα-hexahydro-4,7-dimethyl-α-methylene-1α-naphthaleneacetic acid methyl ester;Acetylepiledesmic acid methyl ester

Chemical Property of [1R,(-)]-6α-Acetyloxy-1,2,4aα,5,6,8aα-hexahydro-4,7-dimethyl-α-methylene-1α-naphthaleneacetic acid methyl ester

Chemical Property:

• PSA: 52.60000
• LogP: 3.19590

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1R,(-)]-6α-Acetyloxy-1,2,4aα,5,6,8aα-hexahydro-4,7-dimethyl-α-methylene-1α-naphthaleneacetic acid methyl ester

There total 2 articles about [1R,(-)]-6α-Acetyloxy-1,2,4aα,5,6,8aα-hexahydro-4,7-dimethyl-α-methylene-1α-naphthaleneacetic acid methyl 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:

methyl (9S)2-acetylepizafronate (91896-96-7) → methyl epi-2-acetylledesmate (91896-98-9)

Guidance literature:

With trichlorophosphate; In pyridine; for 6h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88464-7

Reference yield:

4,5-cis-3β-acetoxygermacranolide (18045-84-6,41743-61-7,66610-11-5,88729-28-6) → methyl epi-2-acetylledesmate (91896-98-9) + methyl 2-acetylledesmate (91896-94-5)

Guidance literature:

With boron trifluoride diethyl etherate; Multistep reaction; 1) THF, 1 h, room temp., 2) esterification;

DOI:10.1016/S0040-4039(01)80999-0

upstream raw materials:

4,5-cis-3β-acetoxygermacranolide

methyl (9S)2-acetylepizafronate

Refernces

• 1、 Teresa, J. de Pascual,Valle, M. A. Moreno,Gonzalez, M. S.,Bellido, I. S.. "SESQUITERPENIC ACIDS FROM LEUCANTHEMOPSIS PULVERULENTA". . p. 2189 - 2195. Retrieved 2007/10/02.