alpha-D-Glc-[1->6]-alpha-D-glc-[1->4]-alpha-D-glc-[1->4]-beta-D-glc-1->O-cete

Base Information

• Chemical Name: alpha-D-Glc-[1->6]-alpha-D-glc-[1->4]-alpha-D-glc-[1->4]-beta-D-glc-1->O-cete
• CAS No.: 90214-99-6
• Molecular Formula: C₃₀H₅₂O₂₃S
• Molecular Weight: 812.795
• Hs Code.: 29389090
• DSSTox Substance ID: DTXSID60394437
• Mol file: 90214-99-6.mol

Synonyms:90214-99-6;ALPHA-D-GLC-[1->6]-ALPHA-D-GLC-[1->4]-ALPHA-D-GLC-[1->4]-BETA-D-GLC-1->O-CETE;DTXSID60394437;methyl 3-[(2-{[hexopyranosyl-(1->6)hexopyranosyl-(1->4)hexopyranosyl-(1->4)hexopyranosyl]oxy}ethyl)sulfanyl]propanoate

Chemical Property of alpha-D-Glc-[1->6]-alpha-D-glc-[1->4]-alpha-D-glc-[1->4]-beta-D-glc-1->O-cete

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.648
• Boiling Point: 1085.2°C at 760 mmHg
• Flash Point: 610.1°C
• PSA: 388.43000
• Density: 1.68g/cm³
• LogP: -8.42820
• Storage Temp.: −20°C
• XLogP3: -8
• Hydrogen Bond Donor Count: 13
• Hydrogen Bond Acceptor Count: 24
• Rotatable Bond Count: 18
• Exact Mass: 812.26200908
• Heavy Atom Count: 54
• Complexity: 1130

Purity/Quality:

98% ^*data from raw suppliers

Carbomethoxyethylthioethyl 4-O-(4-O-[6-O-{a-D-glucopyranosyl}-a-D-glucopyranosyl]-a-D-glucopyranosyl)-b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCSCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)OC3C(C(C(C(O3)COC4C(C(C(C(O4)CO)O)O)O)O)O)O)O)O)O)O

Technology Process of alpha-D-Glc-[1->6]-alpha-D-glc-[1->4]-alpha-D-glc-[1->4]-beta-D-glc-1->O-cete

There total 4 articles about alpha-D-Glc-[1->6]-alpha-D-glc-[1->4]-alpha-D-glc-[1->4]-beta-D-glc-1->O-cete 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: 84.0%

2-(2-methoxycarbonylethylthio)ethyl 2,3,6-tri-O-acetyl-4-O-<2,3,6-tri-O-acetyl-4-O-<2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-α-D-glucopyranosyl>-β-D-glucopyranoside (90214-95-2) → 2-(2-methoxycarbonylethylthio)ethyl 4-O-<4-O-(6-O-α-D-glucopyranosyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-β-D-glucopyranoside (90214-99-6)

Guidance literature:

With sodium methylate; In methanol; at 20 - 40 ℃; for 9.5h;

DOI:10.1016/0008-6215(84)85103-4

Reference yield: 84.0%

→ 2-(2-methoxycarbonylethylthio)ethyl 4-O-<4-O-(6-O-α-D-glucopyranosyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-β-D-glucopyranoside (90214-99-6)

Guidance literature:

Reference yield:

2-bromoethyl 2,3,6-tri-O-acetyl-4-O-<2,3,6-tri-O-acetyl-4-O-<2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-α-D-glucopyranosyl>-β-D-glucopyranoside (90214-94-1) → 2-(2-methoxycarbonylethylthio)ethyl 4-O-<4-O-(6-O-α-D-glucopyranosyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-β-D-glucopyranoside (90214-99-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / cesium carbonate / dimethylformamide / 7 h / Ambient temperature

2: 84 percent / Na-methoxide / methanol / 9.5 h / 20 - 40 °C

With sodium methylate; caesium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(84)85103-4

upstream raw materials:

2-(2-methoxycarbonylethylthio)ethyl 2,3,6-tri-O-acetyl-4-O-<2,3,6-tri-O-acetyl-4-O-<2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-α-D-glucopyranosyl>-β-D-glucopyranoside

2-bromoethyl 2,3,6-tri-O-acetyl-4-O-<2,3,6-tri-O-acetyl-4-O-<2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranosyl>-α-D-glucopyranosyl>-β-D-glucopyranoside

C₅₂H₇₀O₃₅

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