A-D-GALACTOPYRANOSYL BROMIDE, 2-AZIDO-2-DEOXY-, 3,4,6-TRIACETATE

Base Information

• Chemical Name: A-D-GALACTOPYRANOSYL BROMIDE, 2-AZIDO-2-DEOXY-, 3,4,6-TRIACETATE
• CAS No.: 67673-39-6
• Molecular Formula: C₁₂H₁₆BrN₃O₇
• Molecular Weight: 394.179
• Mol file: 67673-39-6.mol

Synonyms:3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

Chemical Property of A-D-GALACTOPYRANOSYL BROMIDE, 2-AZIDO-2-DEOXY-, 3,4,6-TRIACETATE

Chemical Property:

Purity/Quality:

3,4,6-Tri-O-acetyl-2-azido-2-deoxy-a-D-galactopyranosyl bromide - stabilised with 2% CaCO3 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of A-D-GALACTOPYRANOSYL BROMIDE, 2-AZIDO-2-DEOXY-, 3,4,6-TRIACETATE

There total 16 articles about A-D-GALACTOPYRANOSYL BROMIDE, 2-AZIDO-2-DEOXY-, 3,4,6-TRIACETATE 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: 97.0%

3,4,6-tri-O-acetyl-2-azido-2-deoxy-α/β-D-galactopyranosyl nitrate (196398-25-1) → 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide (67673-39-6)

Guidance literature:

With lithium bromide; In acetonitrile;

DOI:10.1007/s00726-008-0229-0

Reference yield: 94.0%

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose (84278-00-2) → 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide (67673-39-6)

Guidance literature:

With acetic anhydride; titanium(IV) bromide; In dichloromethane; ethyl acetate; at 20 ℃;

DOI:10.1039/d0ob02484h

Reference yield: 82.0%

3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-galactopyranosyl nitrate → 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide (67673-39-6)

Guidance literature:

With lithium bromide; In acetonitrile; at 25 ℃; for 8h;

DOI:10.1016/j.carres.2005.02.029

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranose

1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-D-galactopyranose

3,4,6-tri-O-acetyl-2-azido-2-deoxy-α/β-D-galactopyranosyl nitrate

triacetyl-D-galactal

Downstream raw materials:

N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-serine benzyl ester

N-diphenylmethylene-O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-L-threonine diphenylmethyl ester

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-[(2R,3R,4S,5R,6R)-5-benzyloxy-2-benzyloxymethyl-4-hydroxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-4-yl ester

benzyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-serinate

Refernces

• 1、 -. "IN VIVO ASSEMBLY OF ASGPR BINDING THERAPEUTICS". Page/Page column 237; 267-268. . Retrieved 2022/02/28.
• 2、 -. "ASGPR-BINDING COMPOUNDS FOR THE DEGRADATION OF EXTRACELLULAR PROTEINS". Page/Page column 372; 400. . Retrieved 2021/08/06.