1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE

Base Information

• Chemical Name: 1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE
• CAS No.: 80321-89-7
• Molecular Formula: C14H19N3O9
• Molecular Weight: 373.32
• Hs Code.: 29329990
• Mol file: 80321-89-7.mol

Synonyms:1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-b-D-glucopyranose;

Chemical Property of 1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE

Chemical Property:

• Melting Point: 97oC
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 164.18000
• Density: g/cm³
• LogP: -0.16744
• Storage Temp.: Freezer

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-b-D-glucopyranose ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-68
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE

There total 2 articles about 1,3,4,6-TETRA-O-ACETYL-2-AZIDO-2-DEOXY-BETA-D-GLUCOPYRANOSE 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: 62.0%

mercury(II) diacetate (1600-27-7) + D-glucal triacetate (2873-29-2) → 2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl acetate (56883-33-1) + 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose (80321-89-7) + Acetic acid (2R,3R,4S,5R,6S)-4-acetoxy-2-acetoxymethyl-6-azido-5-chloro-tetrahydro-pyran-3-yl ester + 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside (68733-20-0)

Guidance literature:

With chlorine azide; In tetrachloromethane; at 0 ℃; for 1h; Product distribution; Irradiation; other halogen-azide, in other solvents under irradiation or in the dark, various time and temperature;

DOI:10.1016/S0008-6215(00)87138-4

Reference yield: 17.0%

sodium acetate (127-09-3) + Acetic acid (2R,3S,4R)-4-acetoxy-2-acetoxymethyl-5-azido-6-nitrooxy-tetrahydro-pyran-3-yl ester (668481-16-1) → 2-azido-2-deoxy-3,4,6-tri-O-acetyl-α-D-glucopyranosyl acetate (56883-33-1) + 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose (80321-89-7) + 1,3,4,6-tetra-O-acetyl-2-azido-2-deoxy-α-D-mannopyranoside (68733-20-0)

Guidance literature:

In acetic acid; at 100 ℃; for 1h;

DOI:10.1021/ja027748x

Reference yield:

4β-(prop-2-ynyloxy)epipodophyllotoxin (1310349-59-7) + 1,3,4,6-Tetra-O-acetyl-2-azido-2-deoxy-β-D-glucopyranose (80321-89-7) → 4β-(1-tetraacetyl-D-C2-glucosyl-4-methyl-1,2,3-triazolyl)epipodophyllotoxin

Guidance literature:

With 1,3-bis(2,4,6-trimethylphenyl)imidazole-2-ylidene silver chloride; In ethanol; at 20 ℃; for 0.833333h;

DOI:10.1080/14786419.2019.1610958

upstream raw materials:

sodium acetate

Acetic acid (2R,3S,4R)-4-acetoxy-2-acetoxymethyl-5-azido-6-nitrooxy-tetrahydro-pyran-3-yl ester

mercury(II) diacetate

D-glucal triacetate

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