28-acetoxyerythrodiol

Base Information

• Chemical Name: 28-acetoxyerythrodiol
• CAS No.: 51820-71-4
• Molecular Formula: C₃₂H₅₂O₃
• Molecular Weight: 484.763
• Mol file: 51820-71-4.mol

Synonyms:Erythrodiol28-acetate

Chemical Property of 28-acetoxyerythrodiol

Chemical Property:

• Vapor Pressure: 8.71E-14mmHg at 25°C
• Boiling Point: 537.3°Cat760mmHg
• Flash Point: 193.7°C
• PSA: 46.53000
• Density: 1.06g/cm³
• LogP: 7.71210

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 28-acetoxyerythrodiol

There total 7 articles about 28-acetoxyerythrodiol 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: 91.0%

Acetic acid (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(tert-butyl-dimethyl-silanyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picen-4a-ylmethyl ester (197500-51-9) → 28-O-acetylerythrodiol (51820-71-4)

Guidance literature:

With hydrogen fluoride; In acetonitrile; Ambient temperature;

DOI:10.1021/np9702897

Reference yield:

erythrodiol (545-48-2,55869-95-9,118204-21-0) + acetic acid (64-19-7,77671-22-8) → erythrodiol diacetate (1896-77-1) + 3β-acetoxy-28-hydroxy-ole-12-ene (7089-38-5) + 28-O-acetylerythrodiol (51820-71-4)

Guidance literature:

Heating; 80percent HOAc;

DOI:10.1016/S0040-4020(01)91841-1

Reference yield:

Oleanolic acid (508-02-1) → 28-O-acetylerythrodiol (51820-71-4)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran; diethyl ether

2: 98 percent / imidazole / dimethylformamide

3: 90 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

4: 94 percent / pyridine / Ambient temperature

5: 91 percent / 48percent HF / acetonitrile / Ambient temperature

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; hydrogen fluoride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/np9702897

upstream raw materials:

erythrodiol

acetic acid

Acetic acid (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-(tert-butyl-dimethyl-silanyloxy)-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picen-4a-ylmethyl ester

Oleanolic acid

Downstream raw materials:

erythrodiol diacetate

Refernces

• 1、 Majumder, P. L.,Bagchi, A.. "OXIDATIVE TRANSFORMATIONS OF TRITERPENOIDS OF THE URSANE AND OLEANANE SKELETA WITH HYDROGEN PEROXIDE. INTRODUCTION OF 11,12-DOUBLE BOND AND 13(28)OXIDE MOIETY IN THE URSANE SYSTEM". . p. 649 - 656. Retrieved 2007/10/02.