Quivin

Base Information

• Chemical Name: Quivin
• CAS No.: 107870-05-3
• Molecular Formula: C₃₆H₅₆O₉
• Molecular Weight: 632.835
• Mol file: 107870-05-3.mol

Synonyms:Urs-12-ene-27,28-dioicacid, 3b-[(6-deoxy-b-D-glucosyl)oxy]- (7CI);3-O-6-Deoxy-b-D-glucopyranosyl-quinovicacid; 3-O-[b-D-Quinovopyranosyl]quinovicacid; Qquovic acid-3-O-b-D-6-deoxy-glucopyranoside; Quinovic acid 3-O-b-D-quinovopyranoside; Quinovic acid 3b-O-b-D-quinovopyranoside; Quinovin

Chemical Property of Quivin

Chemical Property:

• PSA: 153.75000
• LogP: 5.00600
• Storage Temp.: ?20°C

Purity/Quality:

99% ^*data from raw suppliers

Cinchonaglycoside A ≥95% (LC/MS-ELSD) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Quivin

There total 2 articles about Quivin 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:

3-O-<α-L-arabinopyranosyl-(1->2)-β-D-quinovopyranosyl>-quinovic acid (133084-06-7) → 3-O-β-D-quinovopyranosyl quinovic acid (107870-05-3,53516-73-7)

Guidance literature:

With hydrogenchloride; In methanol; water; for 3h; Heating;

DOI:10.1016/0031-9422(92)80073-N

Reference yield:

Zygophyloside C → 3-O-β-D-quinovopyranosyl quinovic acid (107870-05-3,53516-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: KOH / ethanol / 2 h / Heating

2: 0.5M HCl / methanol; H₂O / 3 h / Heating

With hydrogenchloride; potassium hydroxide; In methanol; ethanol; water;

DOI:10.1016/0031-9422(92)80073-N

Reference yield:

3-O-β-D-quinovopyranosyl quinovic acid (107870-05-3,53516-73-7) → 3β-hydroxy-27-(E)-feruloyloxyurs-12-en-28-oic acid

Guidance literature:

Multi-step reaction with 9 steps

1: hydrogenchloride / methanol / 4 h / 50 °C

2: potassium carbonate / N,N-dimethyl-formamide / 16 h / 20 °C

3: diisobutylaluminium hydride / dichloromethane; hexane / 0 - 20 °C

4: potassium bromide; sodium hydrogencarbonate; sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / dichloromethane; water / 1.33 h / 20 °C

5: 2-methyl-but-2-ene; sodium dihydrogenphosphate; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 °C

6: methanol; hexane; tetrahydrofuran / 12 h / 20 °C

7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / 1,2-dichloro-ethane / 48 h / 40 °C

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

9: 2-methyl-but-2-ene; sodium dihydrogenphosphate; sodium chlorite / water; tert-butyl alcohol / 5 h / 20 °C

With hydrogenchloride; dmap; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium bromide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol; 7: |Steglich Esterification;

DOI:10.1021/acs.jnatprod.6b00392

upstream raw materials:

3-O-<α-L-arabinopyranosyl-(1->2)-β-D-quinovopyranosyl>-quinovic acid

Refernces