2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate

Base Information

• Chemical Name: 2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate
• CAS No.: 193953-61-6
• Molecular Formula: C₃₁H₃₅N₂O₁₀P
• Molecular Weight: 626.6
• Mol file: 193953-61-6.mol

Synonyms:2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate

Chemical Property of 2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate

There total 7 articles about 2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate 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:

C38H47N2O7P (143520-19-8) → 2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate (193953-61-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd(OH)2/C / methanol / 48 h

2: imidazole / acetonitrile / 1 h / -5 °C

3: DMAP / pyridine / 2 h

4: TBAF, AcOH / tetrahydrofuran / 1 h

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; hydrogen; acetic acid; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; acetonitrile;

DOI:10.1016/S0040-4039(97)01122-2

Reference yield:

C47H53N2O10PSi (193953-64-9) → 2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate (193953-61-6)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; for 1h;

DOI:10.1016/S0040-4039(97)01122-2

Reference yield:

2,3,4,5-tetra-O-acetyl-D-glucopyranose (3947-62-4,6207-76-7,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1,10343-06-3) → 2,3,4-tri-O-benzoyl-α-D-glucopyranosyl tetramethylphosphoroamidate (193953-61-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) n-BuLi; 2.) HMPA / tetrahydrofuran / 2 h / -10 °C

2: Et₃N / methanol / 48 h

3: imidazole / acetonitrile / 1 h / -5 °C

4: DMAP / pyridine / 2 h

5: TBAF, AcOH / tetrahydrofuran / 1 h

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; pyridine; methanol; acetonitrile;

DOI:10.1016/S0040-4039(97)01122-2

upstream raw materials:

C₄₇H₅₃N₂O₁₀PSi

2,3,4,5-tetra-O-acetyl-D-glucopyranose

benzoyl chloride

C₃₈H₄₇N₂O₇P

Downstream raw materials:

C₆₅H₆₁N₂O₁₉P

C₆₅H₆₉N₂O₁₅P

C₆₅H₇₅N₂O₁₂P