Anhydrideof3b,28-diacetoxy-21,22-secoloup-18-ene-21,22-dioicacid

Base Information

• Chemical Name: Anhydrideof3b,28-diacetoxy-21,22-secoloup-18-ene-21,22-dioicacid
• CAS No.: 139255-68-8
• Molecular Formula: C34H50O7
• Molecular Weight: 570.76
• Mol file: 139255-68-8.mol

Synonyms:Anhydrideof3b,28-diacetoxy-21,22-secoloup-18-ene-21,22-dioicacid

Chemical Property of Anhydrideof3b,28-diacetoxy-21,22-secoloup-18-ene-21,22-dioicacid

Chemical Property:

• PSA: 95.97000
• LogP: 6.57250

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Anhydrideof3b,28-diacetoxy-21,22-secoloup-18-ene-21,22-dioicacid

There total 4 articles about Anhydrideof3b,28-diacetoxy-21,22-secoloup-18-ene-21,22-dioicacid 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: 85.0%

21,22-Dioxolup-18-ene-3β,28-diyl diacetate (226384-06-1) → 3β,28-dihydroxy-21,22-secolup-18(19)-ene-21,22-dioic anhydride acetate (139255-68-8)

Guidance literature:

With peracetic acid; acetic acid; In chloroform; at 20 ℃; for 168h;

DOI:10.1021/jm020854p

Reference yield: 33.0%

((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)methyl acetate (139255-65-5) → 3β,28-dihydroxy-21,22-secolup-18(19)-ene-21,22-dioic anhydride acetate (139255-68-8)

Guidance literature:

With chromium(VI) oxide; In acetic acid; for 1h; Heating;

Reference yield:

((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)methyl acetate (55976-58-4) → 3β,28-dihydroxy-21,22-secolup-18(19)-ene-21,22-dioic anhydride acetate (139255-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent / chromium(VI) oxide, water / acetic acid / Ambient temperature

2: 33 percent / chromium(VI) oxide / acetic acid / 1 h / Heating

With chromium(VI) oxide; water; In acetic acid;

upstream raw materials:

((3aR,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2-oxo-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)methyl acetate

21,22-Dioxolup-18-ene-3β,28-diyl diacetate

((3aS,5aR,5bR,7aR,9S,11aR,11bR,13aS)-9-acetoxy-1-isopropyl-5a,5b,8,8,11a-pentamethyl-3,3a,4,5,5a,5b,6,7,7a,8,9,10,11,11a,11b,12,13,13a-octadecahydro-2H-cyclopenta[a]chrysen-3a-yl)methyl acetate

(?)-3β,28-diacetoxydihydrobetulin

Refernces

• 1、 Sejbal, Jan,Klinot, Jiri,Budesinsky, Milos,Protiva, Jiri. "FUNCTIONALIZATION OF 3β,28-LUPANEDIOL DIACETATE WITH CHROMIUM(VI) OXIDE". . p. 2936 - 2949. Retrieved 2007/10/02.