3-Epicrinine

Base Information

• Chemical Name: 3-Epicrinine
• CAS No.: 546-05-4
• Mol file: 546-05-4.mol

Synonyms:

Chemical Property of 3-Epicrinine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Epicrinine

There total 119 articles about 3-Epicrinine 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: 97.0%

C32H35NO3Si → Crinine (510-67-8,510-69-0,546-05-4,7679-52-9,7679-55-2,25375-48-8)

Guidance literature:

With ammonium fluoride-hydrogen fluoride; In N,N-dimethyl-formamide; at 50 ℃; for 4h;

DOI:10.1021/acs.orglett.7b02517

Reference yield: 97.0%

3-O-formyl-crinine → (+/-)-crinine (510-67-8,510-69-0,546-05-4,7679-52-9,7679-55-2,25375-48-8)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 1.5h;

DOI:10.1016/j.tet.2006.07.005

Reference yield: 94.0%

(+/-)-oxo-crinine (7700-86-9,31106-06-6,59013-69-3) → (+/-)-6-epicrinine (510-67-8,510-69-0,546-05-4,7679-52-9,7679-55-2,25375-48-8)

Guidance literature:

With sodium tetrahydroborate; cerium(III) chloride; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2006.07.005

upstream raw materials:

formaldehyd

(3aR,6S,7aS)-6-(tert-butyldimethylsilyloxy)-3a,6,7,7a-tetrahydro-3a-[3',4'-(methylenedioxy)phenyl]indoline

(3,4-methylenedioxy)phenylmagnesium bromide

(4S,6R)-4-benzyloxy-6-(tert-butyldimethylsilyloxy)-3-[3',4'-(methylenedioxy)phenyl]-2-cyclohexen-1-one

Downstream raw materials:

(+/-)-crinine

(+/-)-crinine

epicrinine

flexinine

Refernces

• 1、 -. "Asymmetric synthesis method for crinum asiaticum alkaloid". Paragraph 0039-0041; 0048-0051. . Retrieved 2019/01/23.
• 2、 Zuo, Xiao-Dong,Guo, Shu-Min,Yang, Rui,Xie, Jian-Hua,Zhou, Qi-Lin. "Bioinspired enantioselective synthesis of crinine-type alkaloids: Via iridium-catalyzed asymmetric hydrogenation of enones". . p. 6202 - 6206. Retrieved 2017/08/29.