beta-D-Glucopyranose, cyclic 1,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 3-(3,4,5-trihydroxybenzoate)

Base Information

• Chemical Name: beta-D-Glucopyranose, cyclic 1,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 3-(3,4,5-trihydroxybenzoate)
• CAS No.: 130233-85-1
• Molecular Formula: C27H22 O18
• Molecular Weight: 634.461
• DSSTox Substance ID: DTXSID101103377
• Wikidata: Q105119752
• Mol file: 130233-85-1.mol

Synonyms:DTXSID101103377;130233-85-1;beta-D-Glucopyranose, cyclic 1,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 3-(3,4,5-trihydroxybenzoate)

Chemical Property of beta-D-Glucopyranose, cyclic 1,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 3-(3,4,5-trihydroxybenzoate)

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 3
• Exact Mass: 634.08061385
• Heavy Atom Count: 45
• Complexity: 1090

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3C4=C(C(=C(C=C4C(=O)O1)O)O)O)O)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)O

Technology Process of beta-D-Glucopyranose, cyclic 1,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 3-(3,4,5-trihydroxybenzoate)

There total 8 articles about beta-D-Glucopyranose, cyclic 1,6-[(1S)-4,4',5,5',6,6'-hexahydroxy[1,1'-biphenyl]-2,2'-dicarboxylate] 3-(3,4,5-trihydroxybenzoate) 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: 91.0%

helioscopinin A → Helioscopinin B (130233-85-1) + (R)-1,2,6-Trihydroxy-4,11-dioxo-4,8,9,11-tetrahydro-7H-5,12-dioxa-10-thia-7-aza-benzo[def]chrysene-8-carboxylic acid methyl ester (141968-72-1)

Guidance literature:

With L-Cysteine methyl ester; ammonium formate; In water; acetonitrile; at 80 ℃;

Reference yield: 87.0%

Carpinusin → Helioscopinin B (130233-85-1) + (R)-1,2,6-Trihydroxy-4,11-dioxo-4,8,9,11-tetrahydro-7H-5,12-dioxa-10-thia-7-aza-benzo[def]chrysene-8-carboxylic acid methyl ester (141968-72-1)

Guidance literature:

With L-Cysteine methyl ester; ammonium formate; In water; acetonitrile; at 80 ℃;

Reference yield: 62.0%

L-Cysteine methyl ester (2485-62-3) + Carpinusin → Helioscopinin B (130233-85-1) + (R)-1,2,6-Trihydroxy-4,11-dioxo-4,8,9,11-tetrahydro-7H-5,12-dioxa-10-thia-7-aza-benzo[def]chrysene-8-carboxylic acid methyl ester (141968-72-1)

Guidance literature:

With ammonium formate; In water; acetonitrile; at 80 ℃;

upstream raw materials:

L-Cysteine methyl ester

L-cysteine methyl ester hydrochloride

C₄₇H₃₀N₂O₂₄

Refernces

• 1、 Tanaka,Fujisaki,Nonaka,Nishioka. "Tannins and related compounds. CXVIII. Structures, preparation, high-performance liquid chromatography and some reactions of dehydroellagitannin-acetone condensates". . p. 2937 - 2944. Retrieved 2007/10/02.
• 2、 Lee,Tanaka,Nonaka -i.,Nishioka. "Tannins and related compounds. XCV. Isolation and characterization of helioscopinins and helioscopins, four new hydrolyzable tannins from Euphorbia helioscopia L.". . p. 1518 - 1523. Retrieved 2007/10/02.