methyl-3-amino-4,6-O-benzylidene-2,3-didesoxy-2-fluoro-α-D-altropyranoside

Base Information

• Chemical Name: methyl-3-amino-4,6-O-benzylidene-2,3-didesoxy-2-fluoro-α-D-altropyranoside
• CAS No.: 101400-25-3
• Molecular Formula: C₁₄H₁₈FNO₄
• Molecular Weight: 283.3
• Mol file: 101400-25-3.mol

Synonyms:methyl-3-amino-4,6-O-benzylidene-2,3-didesoxy-2-fluoro-α-D-altropyranoside

Chemical Property of methyl-3-amino-4,6-O-benzylidene-2,3-didesoxy-2-fluoro-α-D-altropyranoside

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl-3-amino-4,6-O-benzylidene-2,3-didesoxy-2-fluoro-α-D-altropyranoside

There total 4 articles about methyl-3-amino-4,6-O-benzylidene-2,3-didesoxy-2-fluoro-α-D-altropyranoside 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: 95.0%

methyl-4-6-O-benzylidene-2,3-didesoxy-3-diallylamino-2-fluoro-α-D-altropyranoside (99806-77-6) → methyl-3-amino-4,6-O-benzylidene-2,3-didesoxy-2-fluoro-α-D-altropyranoside (101400-25-3)

Guidance literature:

With sodium hydrogencarbonate; palladium on activated charcoal; In water; xylene; for 10h; Heating;

DOI:10.1016/S0040-4020(01)96369-0

Reference yield:

Methanesulfonic acid (4aR,6S,7S,8R,8aS)-8-diallylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (98870-70-3) → methyl-3-amino-4,6-O-benzylidene-2,3-didesoxy-2-fluoro-α-D-altropyranoside (101400-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N_.3HF / 2 h / 70 °C

2: 95 percent / bicarbonate de sodium / Pd/C a 10percent / xylene; H₂O / 10 h / Heating

With sodium hydrogencarbonate; triethylamine tris(hydrogen fluoride); palladium on activated charcoal; In water; xylene;

DOI:10.1016/S0040-4020(01)96369-0

Reference yield:

(2R,6S,7S,8S)-8-Diallylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (89087-77-4,99806-76-5) → (2R,6S,7S,8R)-7-Fluoro-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylamine (89075-94-5,101400-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / diethyl ether / -20 °C

2: 1.) Et₃N, HF, 2.) aqueuse de bicarbonate de sodium / 1.) AcCN, 2 h, 2.) xylene

With hydrogen fluoride; triethylamine; In diethyl ether;

DOI:10.1016/S0040-4039(00)94156-X

upstream raw materials:

Methanesulfonic acid (2R,6S,7S,8R)-8-diallylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

(2R,6S,7S,8S)-8-Diallylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

methyl-4-6-O-benzylidene-2,3-didesoxy-3-diallylamino-2-fluoro-α-D-altropyranoside

Methanesulfonic acid (4aR,6S,7S,8R,8aS)-8-diallylamino-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester