(4aS,6aR,6bR,10S,12aR,14aR,14bR)-Methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-docosahydropicene-4a-carboxylate

Base Information

• Chemical Name: (4aS,6aR,6bR,10S,12aR,14aR,14bR)-Methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-docosahydropicene-4a-carboxylate
• CAS No.: 25493-94-1
• Molecular Formula: C33H52O5
• Molecular Weight: 528.773
• Mol file: 25493-94-1.mol

Synonyms:(4aS,6aR,6bR,10S,12aR,14aR,14bR)-Methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-docosahydropicene-4a-carboxylate

Chemical Property of (4aS,6aR,6bR,10S,12aR,14aR,14bR)-Methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-docosahydropicene-4a-carboxylate

Chemical Property:

• PSA: 69.67000
• LogP: 7.15170

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4aS,6aR,6bR,10S,12aR,14aR,14bR)-Methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-docosahydropicene-4a-carboxylate

There total 18 articles about (4aS,6aR,6bR,10S,12aR,14aR,14bR)-Methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-docosahydropicene-4a-carboxylate 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%

(4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate (25493-69-0,122798-61-2,1721-57-9) → methyl 3-O-β-acetyl-11-dehydro-12-oxo-18β-oleanolate (25493-94-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1021/acs.jmedchem.5b01292

Reference yield: 93.0%

methyl 3-O-β-acetyl-12α,13α-epoxy-18β-oleanolate (399033-01-3) → methyl 3-O-β-acetyl-11-dehydro-12-oxo-18β-oleanolate (25493-94-1)

Guidance literature:

With Fe(PA)3; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1248/cpb.48.120

Reference yield: 38.4%

(4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate (25493-69-0,122798-61-2,1721-57-9) → methyl 3-O-β-acetyl-11-dehydro-12-oxo-18β-oleanolate (25493-94-1) + methyl 3-O-β-acetyl-11-oxo-18β-oleanolate (15071-78-0)

Guidance literature:

With dihydrogen peroxide; acetic anhydride; iron(III) perchlorate; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1248/cpb.48.120

upstream raw materials:

(4aS,6aS,6bR,10S,12aR)-methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylate

3β-acetoxy-12-oxo-olean-28-oic acid

3β-hydroxy-12-oxoolean-28-oic acid methyl ester

acetic anhydride

Downstream raw materials:

methyl 3β-acetoxy-12-oxoolean-9(11)-en-28-oate

bardoxolone

bardoxolone methyl

methyl 3,12-dioxoolean-9⁽¹¹⁾-en-28-oate