1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-5α,7α-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid

Base Information

• Chemical Name: 1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-5α,7α-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid
• CAS No.: 29836-27-9
• Molecular Formula: C16H24 O11
• Molecular Weight: 392.36
• Mol file: 29836-27-9.mol

Synonyms:Cyclopenta[c]pyran-4-carboxylicacid, 1-(b-D-glucopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-5,7-dihydroxy-7-methyl-,[1S-(1a,4aa,5a,7a,7aa)]-; Shanzhiside (8CI); Shanzhisid; Shanziside

Chemical Property of 1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-5α,7α-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid

Chemical Property:

• Boiling Point: 692.3±55.0 °C(Predicted)
• PKA: 4.39±0.70(Predicted)
• PSA: 186.37000
• Density: 1.69±0.1 g/cm3(Predicted)
• LogP: -3.12430

Purity/Quality:

95%-98% ^*data from raw suppliers

Shanzhiside(NewProduct) 98%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Shanzhiside is a component of Gardenia jasminoides and is used in traditional chinese medicine for its hepatoprotective effects.

Technology Process of 1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-5α,7α-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic acid

There total 1 articles about 1α-(β-D-Glucopyranosyloxy)-1,4aα,5,6,7,7aα-hexahydro-5α,7α-dihydroxy-7-methylcyclopenta[c]pyran-4-carboxylic 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:

6-O-syringyl-8-O-acetyl shanzhiside methyl ester (86450-76-2) → methyl syringate (884-35-5) + shanzhiside (29836-27-9)

Guidance literature:

With sodium hydroxide; In methanol; Ambient temperature;

DOI:10.1248/cpb.31.780

upstream raw materials:

6-O-syringyl-8-O-acetyl shanzhiside methyl ester

Refernces