(3R,4R,5S,6R)-6-(acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate

Base Information

• Chemical Name: (3R,4R,5S,6R)-6-(acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate
• CAS No.: 59042-16-9
• Molecular Formula: C₁₄H₂₁NO₉
• Molecular Weight: 347.322

Synonyms:(3R,4R,5S,6R)-6-(acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate

Chemical Property of (3R,4R,5S,6R)-6-(acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate

Chemical Property:

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Technology Process of (3R,4R,5S,6R)-6-(acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate

There total 21 articles about (3R,4R,5S,6R)-6-(acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl 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: 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: 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

Reference yield: 75.8%

C22H27NO10 → 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; In acetone; for 4h; Heating;

DOI:10.1002/anie.200702183

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

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