2,3,4-tri-O-acetyl-1-amino-1-deoxy-N-(methyl 2,3,6-tri-O-acetyl-4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin

Base Information

• Chemical Name: 2,3,4-tri-O-acetyl-1-amino-1-deoxy-N-(methyl 2,3,6-tri-O-acetyl-4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin
• CAS No.: 1180509-85-6
• Molecular Formula: C₂₄H₃₄N₂O₁₅
• Molecular Weight: 590.538
• Mol file: 1180509-85-6.mol

Synonyms:

Chemical Property of 2,3,4-tri-O-acetyl-1-amino-1-deoxy-N-(methyl 2,3,6-tri-O-acetyl-4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4-tri-O-acetyl-1-amino-1-deoxy-N-(methyl 2,3,6-tri-O-acetyl-4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin

There total 1 articles about 2,3,4-tri-O-acetyl-1-amino-1-deoxy-N-(methyl 2,3,6-tri-O-acetyl-4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin 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: 25.0%

Methyl-4-amino-4-deoxy-α-D-glucopyranoside (4097-95-4,34626-96-5,42775-96-2,51385-53-6,141232-03-3) + (5R,6S,7R,8R,8aR)-5,6,7,8-tetrahydroxy-2-oxa-3-oxoindolizidine (260790-65-6) → C24H32N2O15 + 2,3,4-tri-O-acetyl-1-amino-1-deoxy-N-(methyl 2,3,6-tri-O-acetyl-4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin (1180509-85-6)

Guidance literature:

Methyl-4-amino-4-deoxy-α-D-glucopyranoside; (5R,6S,7R,8R,8aR)-5,6,7,8-tetrahydroxy-2-oxa-3-oxoindolizidine; In methanol; at 65 ℃; for 24h;

With pyridine; acetic anhydride; at 20 ℃; for 3h;

DOI:10.1021/ol901125n

Reference yield: 92.0%

2,3,4-tri-O-acetyl-1-amino-1-deoxy-N-(methyl 2,3,6-tri-O-acetyl-4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin (1180509-85-6) → 1-amino-1-deoxy-N-(methyl 4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin (1180509-88-9)

Guidance literature:

With sodium methylate; In methanol; for 1h;

DOI:10.1021/ol901125n

upstream raw materials:

Methyl-4-amino-4-deoxy-α-D-glucopyranoside

(5R,6S,7R,8R,8aR)-5,6,7,8-tetrahydroxy-2-oxa-3-oxoindolizidine

Downstream raw materials:

1-amino-1-deoxy-N-(methyl 4-amino-4-deoxy-α-D-glucopyranosid-4-yl)-5,6-oxomethylidenenojirimycin