1'H-Oleana-12-eno[3,2-c]Pyrazol-28-oic acid

Base Information

• Chemical Name: 1'H-Oleana-12-eno[3,2-c]Pyrazol-28-oic acid
• CAS No.: 1135341-46-6
• Molecular Formula: C₃₁H₄₆N₂O₂
• Molecular Weight: 478.718
• Mol file: 1135341-46-6.mol

Synonyms:

Chemical Property of 1'H-Oleana-12-eno[3,2-c]Pyrazol-28-oic acid

Chemical Property:

• Boiling Point: 607.7±55.0 °C(Predicted)
• PKA: 4?+-.0.70(Predicted)
• Density: 1.15±0.1 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1'H-Oleana-12-eno[3,2-c]Pyrazol-28-oic acid

There total 4 articles about 1'H-Oleana-12-eno[3,2-c]Pyrazol-28-oic acid 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: 80.0%

(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-11-Formyl-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid (218600-47-6) → C31H46N2O2 (1135341-46-6,1202006-28-7)

Guidance literature:

With hydrazine hydrochloride; In ethanol; water; for 1h; Reflux;

DOI:10.1016/j.bmcl.2009.10.017

Reference yield:

2-hydroxymethylene-3-oxo olean-12-en-28-oic acid → pyrazolo[3,4-b]olean-12-en-28-oic acid (1135341-46-6,1202006-28-7)

Guidance literature:

With hydrazine dihydrochloride; In ethanol; at 20 ℃; for 4h; Reflux;

DOI:10.1039/c5md00482a

Reference yield:

Oleanolic acid (508-02-1) → pyrazolo[3,4-b]olean-12-en-28-oic acid (1135341-46-6,1202006-28-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium phosphate dibasic dodecahydrate; sodium dihydrogenphosphate dihydrate; sodium tungstate (VI) dihydrate; dihydrogen peroxide / water; N,N-dimethyl-formamide / 2 h / 90 °C

2.1: sodium methylate / toluene / 3 h / 20 °C

2.2: 16 h / 20 °C

3.1: hydrazine dihydrochloride / ethanol / 4 h / 20 °C / Reflux

With sodium tungstate (VI) dihydrate; hydrazine dihydrochloride; sodium dihydrogenphosphate dihydrate; sodium phosphate dibasic dodecahydrate; dihydrogen peroxide; sodium methylate; In ethanol; water; N,N-dimethyl-formamide; toluene; 2.1: |Claisen Condensation / 2.2: |Claisen Condensation;

DOI:10.1039/c5md00482a

upstream raw materials:

(4aS,6aS,6bR,8aR,12aR,12bR,14bS)-11-Formyl-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid

Oleanolic acid

Oleanonsaeure

Refernces

• 1、 Qiu, Wen-Wei,Shen, Qiang,Yang, Fan,Wang, Bo,Zou, Hui,Li, Jing-Ya,Li, Jia,Tang, Jie. "Synthesis and biological evaluation of heterocyclic ring-substituted maslinic acid derivatives as novel inhibitors of protein tyrosine phosphatase 1B". scheme or table. p. 6618 - 6622. Retrieved 2010/06/12.