Methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxyhexopyranoside

Base Information

• Chemical Name: Methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxyhexopyranoside
• CAS No.: 53691-80-8
• Molecular Formula: C13H19ClO8
• Molecular Weight: 338.7382
• NSC Number: 179644,179629
• DSSTox Substance ID: DTXSID20968456
• Mol file: 53691-80-8.mol

Synonyms:53691-80-8;NSC179629;DTXSID20968456;6087-46-3;NSC179644;NSC-179629;NSC-179644;Methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxyhexopyranoside

Chemical Property of Methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxyhexopyranoside

Chemical Property:

• Vapor Pressure: 4.39E-06mmHg at 25°C
• Boiling Point: 383.5°C at 760 mmHg
• Flash Point: 138.6°C
• Density: 1.29g/cm³
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 338.0768453
• Heavy Atom Count: 22
• Complexity: 426

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1C(OC(C(C1OC(=O)C)OC(=O)C)OC)CCl

Technology Process of Methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxyhexopyranoside

There total 4 articles about Methyl 2,3,4-tri-O-acetyl-6-chloro-6-deoxyhexopyranoside 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:

methyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranoside (31873-39-9) → methyl-[tri-O-acetyl-6-chloro-6-deoxy-β-D-glucopyranoside (53691-80-8)

Guidance literature:

With phosphorus pentachloride;

Reference yield:

1,2,3,4-tetra-O-acetyl-6-chloro-6-deoxy-β-D-glucopyranose (35905-21-6) → methyl-[tri-O-acetyl-6-chloro-6-deoxy-β-D-glucopyranoside (53691-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen bromide; acetic acid

2: silver oxide

With hydrogen bromide; acetic acid; silver(l) oxide;

Reference yield:

methanol (67-56-1) + tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl bromide (52621-84-8) → methyl-[tri-O-acetyl-6-chloro-6-deoxy-β-D-glucopyranoside (53691-80-8)

Guidance literature:

With silver(l) oxide;

upstream raw materials:

methyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranoside

methanol

tri-O-acetyl-6-chloro-6-deoxy-α-D-glucopyranosyl bromide

1,2,3,4-tetra-O-acetyl-6-chloro-6-deoxy-β-D-glucopyranose