8-methoxycarbonyloctyl-3-O-glucopyranosyl-mannopyranoside

Base Information

• Chemical Name: 8-methoxycarbonyloctyl-3-O-glucopyranosyl-mannopyranoside
• CAS No.: 154354-46-8
• Molecular Formula: C₂₂H₄₀O₁₃
• Molecular Weight: 512.552
• Mol file: 154354-46-8.mol

Synonyms:8-methoxycarbonyloctyl-3-O-glucopyranosyl-mannopyranoside

Chemical Property of 8-methoxycarbonyloctyl-3-O-glucopyranosyl-mannopyranoside

Chemical Property:

• Vapor Pressure: 7.63E-25mmHg at 25°C
• Boiling Point: 733.6°Cat760mmHg
• Flash Point: 243.9°C
• Density: 1.39g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-methoxycarbonyloctyl-3-O-glucopyranosyl-mannopyranoside

There total 5 articles about 8-methoxycarbonyloctyl-3-O-glucopyranosyl-mannopyranoside 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: 94.0%

8-Methoxycarbonyloctyl 2-O-benzyl-4,6-O-p-methoxy-benzylidene-3-O-(3,4,6-tri-O-benzyl-α-D-glucopyranosyl)-α-D-glucopyranoside (161453-82-3) → 9-[(2S,3R,4S,5R,6R)-3,5-Dihydroxy-6-hydroxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester (187729-29-9,154354-46-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1016/S0008-6215(96)00242-X

Reference yield: 80.0%

methanol (67-56-1) + 8-Ethoxycarbonyloctyl-2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-galactopyranosid (102854-38-6) → 8-methoxycarbonyloctyl 3-O-β-D-galactopyranosyl-β-D-galactopyranoside (102854-39-7,154354-46-8)

Guidance literature:

With sodium methylate; for 18h; Ambient temperature;

DOI:10.1016/0008-6215(85)85005-9

Reference yield:

8-ethoxycarbonyloctanol (3639-34-7) → 8-methoxycarbonyloctyl 3-O-β-D-galactopyranosyl-β-D-galactopyranoside (102854-39-7,154354-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / molecular sieve 4A / SnCl₄ / CH₂Cl₂ / 4 h / -10 °C

2: 80 percent / sodium methoxide / 18 h / Ambient temperature

With 4 A molecular sieve; sodium methylate; tin(IV) chloride; In dichloromethane;

DOI:10.1016/0008-6215(85)85005-9

upstream raw materials:

methanol

8-Ethoxycarbonyloctyl-2,4,6-tri-O-acetyl-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-galactopyranosid

8-ethoxycarbonyloctanol

Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-6-methoxy-4-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl ester

Refernces

• 1、 Paulsen, Hans,Hasenkamp, Thomas,Paal, Michael. "ENTWICKLUNG EINES SYNTHESEBLOCKS DER 3-O-β-D-GALACTOPYRANOSYL-D-GALACTOPYRANOSE". . p. 45 - 56. Retrieved 2007/10/02.