methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

Base Information

• Chemical Name: methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate
• CAS No.: 133473-09-3
• Molecular Formula: C₃₂H₃₅NO₆
• Molecular Weight: 529.633

Synonyms:methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

Chemical Property of methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

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Technology Process of methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

There total 1 articles about methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate 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:

methyl 2-azido-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate (117462-55-2) → methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate (133473-09-3)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / ethyl acetate / 24 h / 760 Torr

2: Pb(NO₃)2, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

With lead(II) nitrate; hydrogen; triethylamine; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1021/jo00011a047

Reference yield: 95.0%

methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate (133473-09-3) → methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-mannonate (154494-79-8)

Guidance literature:

With Dowex 50W-X₈ (110 W/Wpercent); In methanol; water; for 32h; Ambient temperature;

DOI:10.1016/0040-4039(94)88373-4

Reference yield: 94.0%

methyl 2-[(9-phenylfluoren-9-yl)amino]-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate (133473-09-3) → 2-<(9-phenylfluoren-9-yl)amino>-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannitol (133473-12-8)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 0.5h;

DOI:10.1021/jo00011a047

upstream raw materials:

methyl 2-azido-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannonate

Downstream raw materials:

2-<(9-phenylfluoren-9-yl)amino>-2-deoxy-3,4:5,6-di-O-isopropylidenemannosaminic acid

2-<(9-phenylfluoren-9-yl)amino>-2-deoxy-3,4:5,6-di-O-isopropylidene-D-mannitol

methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-mannonate

methyl 2-deoxy-3,4-O-isopropylidene-2-[(9-phenyl-9-fluorenyl)-amino]-D-lyxonate

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