methyl 4,6-dichloro-4,6-dideoxy-alpha-galactopyranoside

Base Information

• Chemical Name: methyl 4,6-dichloro-4,6-dideoxy-alpha-galactopyranoside
• CAS No.: 4990-82-3
• Molecular Formula: C₇H₁₂Cl₂O₄
• Molecular Weight: 231.076
• Mol file: 4990-82-3.mol

Synonyms:Methyl-4,6-dichloro-4,6-dideoxy-α-D-galacto-pyranosid;Methyl 4,6-dichloro-4,6-dideoxy-Alpha-D-galactopyranoside;methyl 4,6-dideoxy-4,6-dichloro-α-D-galactopyranoside;Methyl-(4,6-dichlor-4,6-didesoxy-α-D-galactopyranosid);methyl 4,6-dichloro-4,6-dideoxy-α-D-galactoside;methyl-(4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside);

Chemical Property of methyl 4,6-dichloro-4,6-dideoxy-alpha-galactopyranoside

Chemical Property:

• Vapor Pressure: 1.12E-07mmHg at 25°C
• Boiling Point: 389.5°Cat760mmHg
• Flash Point: 189.4°C
• PSA: 58.92000
• Density: 1.44g/cm³
• LogP: -0.07430

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-6-dichloro-4-6-dideoxy-α-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 4,6-dichloro-4,6-dideoxy-alpha-galactopyranoside

There total 7 articles about methyl 4,6-dichloro-4,6-dideoxy-alpha-galactopyranoside 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: 60.0%

methyl-alpha-D-glucopyranoside (97-30-3) → methyl 4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside (4990-82-3)

Guidance literature:

methyl-alpha-D-glucopyranoside; With pyridine; sulfuryl dichloride; In chloroform; at -78 - 50 ℃; for 42h;

With sodium iodide; In methanol; water; at 20 ℃; for 0.166667h;

Reference yield:

methyl-alpha-D-glucopyranoside (97-30-3) → methyl 4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside (4990-82-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuryl chloride; pyridine; chloroform

2: ammonia; methanol / Erhitzen des Reaktionsprodukts mit wss. Schwefelsaeure

With pyridine; methanol; sulfuryl dichloride; chloroform; ammonia;

DOI:10.1139/v59-207

Reference yield:

methyl-(4,6-dichloro-O2,O3-sulfonyl-4,6-dideoxy-α-D-galactopyranoside) (91470-17-6) → methyl 4,6-dichloro-4,6-dideoxy-α-D-galactopyranoside (4990-82-3)

Guidance literature:

With methanol; ammonia; Eindampfen des Reaktionsprodukts mit wss. Natronlauge unter vermindertem Druck und Erhitzen des erhaltenen Natrium-Salzes mit Kupfer(II)-sulfat in Wasser;

upstream raw materials:

methyl-(4,6-dichloro-O²,O³-sulfonyl-4,6-dideoxy-α-D-galactopyranoside)

methyl-alpha-D-glucopyranoside

Downstream raw materials:

methyl 4,6-dideoxy-α-D-glucopyranoside

3-O-Benzoyl-2,4,6-tridesoxy-5-O-tetrahydropyranyl-D-erythro-hexose-trimethylendithioacetal

3-O-Benzoyl-2,4,6-tridesoxy-5-O-tetrahydropyranyl-L-threo-hexose-trimethylendithioacetal

(3S,5S,6R)-6-(1',3'-dithian-2'-yl)-5,6-(isopropylidenedioxy)-1-(phenylsulfonyl)hexan-3-ol

Refernces

• 1、 -. "MACROLIDES AND METHODS OF THEIR PREPARATION AND USE". Paragraph 00715. . Retrieved 2014/10/18.
• 2、 Van Summeren, Ruben P.,Feringa, Ben L.,Minnaard, Adriaan J.. "New approaches towards the synthesis of the side-chain of mycolactones A and B". . p. 2524 - 2533. Retrieved 2007/10/03.