Methyla-D-laminarabioside

Base Information

• Chemical Name: Methyla-D-laminarabioside
• CAS No.: 7115-19-7
• Molecular Formula: C₁₃H₂₄O₁₁
• Molecular Weight: 356.327
• Mol file: 7115-19-7.mol

Synonyms:Methyla-D-laminarabioside

Chemical Property of Methyla-D-laminarabioside

Chemical Property:

• Melting Point: 180-181°C
• Boiling Point: 669.2±55.0 °C(Predicted)
• PKA: 12.71±0.70(Predicted)
• PSA: 178.53000
• Density: 1.63±0.1 g/cm3(Predicted)
• LogP: -4.74310
• Storage Temp.: -20?C Freezer

Purity/Quality:

98% ^*data from raw suppliers

Methylα-D-laminaribioside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl α-D-laminaribioside (cas# 7115-19-7) is a compound useful in organic synthesis.

Technology Process of Methyla-D-laminarabioside

There total 68 articles about Methyla-D-laminarabioside 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: 100.0%

methyl 2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl-(1→3)-2,6-di-O-benzoyl-β-D-galactopyranoside → methyl β-D-galactopyranosyl-<1->3>-β-D-galactopyranoside (7115-19-7,15038-72-9,18449-79-1,52492-55-4,68709-26-2,70428-29-4,71117-17-4,72028-62-7,80286-86-8,84049-77-4,84063-96-7,85439-69-6,101144-27-8,104420-77-1,104714-42-3,108449-65-6,114375-70-1,114375-71-2,117064-56-9,117064-57-0,117466-15-6,117605-36-4,124580-30-9,125412-00-2,125412-01-3,127641-08-1,128443-50-5,130009-32-4,130009-33-5,144490-62-0,81131-46-6)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 15h;

DOI:10.1016/S0008-6215(97)00043-8

Reference yield: 91.5%

methyl 2,4,6-tri-O-benzoyl-3-O-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-D-galactopyranoside (98056-61-2) → methyl β-D-galactopyranosyl-<1->3>-β-D-galactopyranoside (7115-19-7,15038-72-9,18449-79-1,52492-55-4,68709-26-2,70428-29-4,71117-17-4,72028-62-7,80286-86-8,84049-77-4,84063-96-7,85439-69-6,101144-27-8,104420-77-1,104714-42-3,108449-65-6,114375-70-1,114375-71-2,117064-56-9,117064-57-0,117466-15-6,117605-36-4,124580-30-9,125412-00-2,125412-01-3,127641-08-1,128443-50-5,130009-32-4,130009-33-5,144490-62-0,81131-46-6)

Guidance literature:

With sodium methylate; In methanol; for 6h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90746-8

Reference yield: 88.0%

methyl 3-O-(2’,3’,4’,6’-tetra-O-benzoyl-β-D-glucopyranosyl)-α-D-glucopyranoside (1221265-20-8) → methyl β-D-glucopyranosyl-<1->3>-α-D-glucopyranoside (7115-19-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h; stereoselective reaction;

DOI:10.1002/adsc.201300414

upstream raw materials:

2,3,4,6-tetra-O-benzoylglucosyl bromide

methyl 2-O-acetyl-4,6-O-benzylidene-β,D-glucopyranoside

methanol

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

Downstream raw materials:

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-acetyl-α-D-galactopyranoside

methyl 2,4-di-O-acetyl-6-O-p-tolylsulfonyl-3-O-(2,3,4-tri-O-acetyl-6-O-p-tolylsulfonyl-β-D-glucopyranosyl)-β-D-glucopyranoside

methyl 2,4-di-O-acetyl-3-O-(2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranosyl)-6-O-trityl-β-D-glucopyranoside

Refernces

• 1、 Ling, Naomi X.-Y.,Lee, Joanne,Ellis, Miriam,Liao, Ming-Long,Mau, Shaio-Lim,Guest, David,Janssen, Peter H.,Ková?, Pavol,Bacic, Antony,Pettolino, Filomena A.. "An exo-β-(1→3)-d-galactanase from Streptomyces sp. provides insights into type II arabinogalactan structure". experimental part. p. 70 - 81. Retrieved 2012/05/04.
• 2、 Kitaoka, Motomitsu,Matsuoka, Yasuyuki,Mori, Kiyotaka,Nishimoto, Mamoru,Hayashi, Kiyoshi. "Characterization of a bacterial laminaribiose phosphorylase". . p. 343 - 348. Retrieved 2012/08/08.