TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE

Base Information

• Chemical Name: TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE
• CAS No.: 17460-45-6
• Molecular Formula: C14H21 N O9
• Molecular Weight: 347.322
• Mol file: 17460-45-6.mol

Synonyms:Glucopyranose,2-amino-2-deoxy-, 1,3,4,6-tetraacetate, a-D- (8CI); Glucosamine, 1,3,4,6-tetraacetate, a-D- (6CI)

Chemical Property of TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE

Chemical Property:

• PSA: 140.45000
• LogP: -0.27150

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-D-GLUCOPYRANOSE

There total 34 articles about TETRA-O-ACETYL-2-AMINO-2-DEOXY-ALPHA-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: 98.0%

1,3,4,6-tetra-O-acetyl-D-glucosamine hydrochloride (5432-46-2,10034-19-2,10034-20-5,34948-62-4,110253-00-4,1191127-63-5) → tetra-acetyl glucosamine (17460-45-6,23707-23-5,23739-93-7,23743-51-3,26108-75-8,59042-16-9,124516-07-0,124580-56-9)

Guidance literature:

With sodium carbonate; In dichloromethane; for 0.5h;

DOI:10.1016/j.bmc.2016.12.024

Reference yield: 85.0%

Acetic acid (2R,3R,4R,5S,6R)-2,5-diacetoxy-6-acetoxymethyl-3-prop-2-ynyloxycarbonylamino-tetrahydro-pyran-4-yl ester (488744-00-9) → 1,3,4,6-tetra-O-acetyl-2-amino-2-deoxy-alpha-D-glucopyranose (17460-45-6)

Guidance literature:

With tetrathiomolybdate(VI); In acetonitrile; at 28 ℃; for 3h;

DOI:10.1021/ol027220x

Reference yield: 80.0%

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose (7597-81-1) → tetra-acetyl glucosamine (17460-45-6,23707-23-5,23739-93-7,23743-51-3,26108-75-8,59042-16-9,124516-07-0,124580-56-9)

Guidance literature:

With hydrogenchloride; sodium acetate; In acetone;

DOI:10.1002/jps.2600830714

upstream raw materials:

1,3,4,6-tetra-O-acetyl-2-deoxy-2-(4-methoxybenzylidene)amino-β-D-glucopyranose

2-(2-acetoxy-benzylidenamino)-tetra-O-acetyl-2-deoxy-β-D-glucopyranose

2-(benzylidene)amino-2-deoxy-1,3,4,6-tetra-O-acetyl-β-D-glucopyranose

(2S,3R,4R,5S,6R)-6-(acetoxymethyl)-3-((E)-(4-methoxybenzylidene)amino)tetrahydro-2Hpyran-2,4,5-triyl triacetate

Downstream raw materials:

tetra-O-acetyl-2-[(N-benzyloxycarbonyl-α-L-glutamyl)-amino]-2-deoxy-β-D-glucopyranose

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

tetra-O-acetyl-2-(2-carboxy-benzoylamino)-2-deoxy-β-D-glucopyranose

N-bromoacetyl-β-D-glucosamine tetra-O-acetate