TRANS-HR22C16

Base Information

• Chemical Name: TRANS-HR22C16
• CAS No.: 462630-41-7
• Molecular Formula: C₂₃H₂₃N₃O₃
• Molecular Weight: 389.454
• Mol file: 462630-41-7.mol

Synonyms:TRANS-5-[M-HYDROXYPHENYL]-2-N-BUTYL-1,3-DIOXO-6H-1,2,3,5,11,11A-HEXAHYDROIMIDAZO[1,5-B]-BETA-CARBOLINE;TRANS-HR22C16

Chemical Property of TRANS-HR22C16

Chemical Property:

• PSA: 76.64000
• LogP: 3.82770

Purity/Quality:

TRANS-HR22C16 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TRANS-HR22C16

There total 29 articles about TRANS-HR22C16 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: 100.0%

(5R,11aR)-2-butyl-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydroimidazo[1,5-b]-β-carboline-1,3-dione (869304-26-7,462630-41-7) → (5R,11aS)-2-butyl-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydroimidazo[1,5-b]-β-carboline-1,3-dione (462630-41-7)

Guidance literature:

With potassium carbonate; In acetonitrile; for 2h; Heating;

DOI:10.1016/j.bmc.2005.06.027

Reference yield: 99.0%

(5S,11aS)-2-butyl-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydroimidazo[1,5-b]-β-carboline-1,3-dione (869304-24-5,462630-41-7) → (5S,11aR)-2-butyl-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydroimidazo[1,5-b]-β-carboline-1,3-dione (462630-41-7)

Guidance literature:

With potassium carbonate; In acetonitrile; for 4h; Reflux;

DOI:10.1039/b902319d

Reference yield: 99.0%

(5R,11aS)-2-butyl-5-(3-benzoyloxyphenyl)-6H-1,2,3,5,11,11a-hexahydroimidazo[1,5-b]-β-carboline-1,3-dione (1223077-72-2) → (5R,11aS)-2-butyl-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydroimidazo[1,5-b]-β-carboline-1,3-dione (462630-41-7)

Guidance literature:

With potassium carbonate; In methanol; for 2h; Reflux;

DOI:10.1016/j.tetasy.2009.12.029

upstream raw materials:

(5R,11aR)-2-butyl-5-(3-hydroxyphenyl)-6H-1,2,3,5,11,11a-hexahydroimidazo[1,5-b]-β-carboline-1,3-dione

(1R,3R)-1-(3-hydroxyphenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid

meta-hydroxybenzaldehyde

n-butyl isocyanide

Refernces

• 1、 Meng, Tian-Zhuo,Shi, Xiao-Xin,Qu, Hui-Ya,Zhang, Yi,Huang, Zhong-Shou,Fan, Qi-Qi. "Highly diastereoselective crystallization-induced asymmetric transformation of 1,3-disubstituted-tetrahydro-β-carbolines in water". . p. 47753 - 47757. Retrieved 2017/10/18.
• 2、 Xiao, Sen,Shi, Xiao-Xin. "The first highly stereoselective approach to the mitotic kinesin Eg5 inhibitor HR22C16 and its analogues". experimental part. p. 226 - 231. Retrieved 2010/05/02.