2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone

Base Information

• Chemical Name: 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone
• CAS No.: 176169-12-3
• Molecular Formula: C₂₉H₃₁NO₆
• Molecular Weight: 489.568
• Mol file: 176169-12-3.mol

Synonyms:2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone

Chemical Property of 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone

There total 7 articles about 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone 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: 90.0%

2-acetamido-2-deoxy-3,4,6-tri-O-benzyl-D-galactopyranose (4171-72-6,4171-79-3,121123-45-3) → 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone (176169-12-3)

Guidance literature:

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 3 A molecular sieve; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1080/07328309608005438

Reference yield: 75.0%

acetic anhydride (108-24-7) + (3R,4R,5R,6R)-3-azido-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one (160701-84-8) → 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone (176169-12-3)

Guidance literature:

With hydrogen; nickel; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1080/07328309908544013

Reference yield:

Phenyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-1-seleno-α-D-galactopyranoside (153808-91-4) → 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-D-galactono-1,5-lactone (176169-12-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1,3-propanedithiol, Et₃N, NaBH₄ / propan-2-ol / 4 h / 45 °C

2: pyridine

3: 91 percent / aq. mercury trifluoroacetate / tetrahydrofuran / 0.5 h / Ambient temperature

4: 90 percent / molecular sieves 3 Angstroem, NMO, TPAP / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; 1.3-propanedithiol; sodium tetrahydroborate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 3 A molecular sieve; mercury(II) trifluoroacetate; triethylamine; In tetrahydrofuran; dichloromethane; isopropyl alcohol;

DOI:10.1080/07328309608005438

upstream raw materials:

2-acetamido-2-deoxy-3,4,6-tri-O-benzyl-D-galactopyranose

acetic anhydride

(3R,4R,5R,6R)-3-azido-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

Phenyl 2-azido-3,4,6-tri-O-benzyl-2-deoxy-1-seleno-α-D-galactopyranoside