Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside

Base Information

• Chemical Name: Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside
• CAS No.: 71772-35-5
• Molecular Formula: C10H18 O5
• Molecular Weight: 218.24692
• Mol file: 71772-35-5.mol

Synonyms:4H-1,3-Dioxolo[4,5-c]pyran,a-D-galactopyranoside deriv.;Methyl 3,4-O-isopropylidene-a-D-fucopyranoside

Chemical Property of Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.488
• Boiling Point: 320.124°C at 760 mmHg
• Flash Point: 147.406°C
• PSA: 57.15000
• Density: 1.195g/cm³
• LogP: 0.25860
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol

Purity/Quality:

96% ^*data from raw suppliers

Methyl 6-deoxy-3,4-O-isopropylidene-a-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside (cas# 71772-35-5) is a compound useful in organic synthesis.

Technology Process of Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-galactopyranoside

There total 7 articles about Methyl 6-Deoxy-3,4-O-isopropylidene-α-D-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: 94.0%

(3aR,4S,6S,7R,7aR)-4-(iodomethyl)-6-methoxy-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-ol (71732-12-2) → methyl 6-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside (71772-35-5)

Guidance literature:

With Pd/C; hydrogen; triethylamine; In methanol;

DOI:10.1002/ejoc.200701173

Reference yield:

acetone (67-64-1) + methyl α-D-fucopyranoside (1128-40-1) → methyl 6-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside (71772-35-5)

Guidance literature:

With hydrogenchloride; paracetaldehyde;

DOI:10.1021/jo01214a009

Reference yield:

D-Fucose (73-34-7,87-96-7,488-79-9,551-63-3,609-01-8,643-17-4,643-18-5,4164-09-4,6014-42-2,6155-36-8,6189-71-5,6696-41-9,6736-43-2,13224-93-6,22611-09-2,28161-49-1,28161-50-4,28161-52-6,45864-36-6,63814-64-2,71116-59-1,71116-61-5,72598-05-1,87936-88-7,87936-89-8,97466-79-0,116908-82-8,120442-60-6,123484-22-0,133576-32-6) → methyl 6-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside (71772-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Dowex-50(H⁺)

2: p-toluenesulfonic acid / 40 h / Ambient temperature

With Dowex-50(H⁺); toluene-4-sulfonic acid;

DOI:10.1021/jo00278a035

upstream raw materials:

acetone

methyl α-D-fucopyranoside

methyl 6-deoxy-α/β-D-galactopyranoside

D-Fucose

Downstream raw materials:

methyl-(O²-benzyl-O³,O⁴-isopropylidene-α-D-fucopyranoside)

methyl 3,4-O-isopropylidene-2-O-methyl-α-D-fucopyranoside

methyl 2-O-benzoyl-6-deoxy-3,4-O-isopropylidene-α-D-galactopyranoside

methyl α-D-fucopyranoside