n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

Base Information

• Chemical Name: n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside
• CAS No.: 217298-81-2
• Molecular Formula: C₁₈H₂₅NO₆
• Molecular Weight: 351.4
• Mol file: 217298-81-2.mol

Synonyms:n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

Chemical Property of n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

There total 2 articles about n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside 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: 80.0%

n-propyl 2-acetamido-3-O-mesyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside (217298-80-1) → n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (217298-81-2)

Guidance literature:

With sodium acetate; In 2-methoxy-ethanol; water; for 48h; Heating;

DOI:10.1021/jo981245l

Reference yield:

N-((2R,4aR,6R,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-propoxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-acetamide → n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (217298-81-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / pyridine / 24 h / 0 °C

2: 80 percent / NaOAc / 2-methoxy-ethanol; H₂O / 48 h / Heating

With pyridine; sodium acetate; In 2-methoxy-ethanol; water; 1: Esterification / 2: Hydrolysis;

DOI:10.1021/jo981245l

Reference yield: 90.0%

methanesulfonyl chloride (124-63-0) + n-propyl 2-acetamido-3-hydroxy-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (217298-81-2) → n-propyl 2-acetamido-3-O-mesyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside (217298-82-3)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 24h;

DOI:10.1021/jo981245l

upstream raw materials:

n-propyl 2-acetamido-3-O-mesyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside

Downstream raw materials:

n-propyl 2-acetamido-3-O-mesyl-4,6-O-benzylidene-2-deoxy-β-D-allopyranoside

n-propyl 2-acetamido-3-azido-6-O-benzyl-2,3-dideoxy-β-D-glucopyranoside

n-propyl 2-acetamido-3-O-mesyl-6-O-benzyl-2-deoxy-β-D-allopyranoside

n-propyl 2-acetamido-3-amino-6-O-benzyl-2,3-dideoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside