benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside

Base Information

Chemical Name:benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside
CAS No.:155688-56-5
Molecular Formula:C₂₁H₃₁NO₇
Molecular Weight:409.48
Hs Code.:

Synonyms:benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside

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Technology Process of benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside

There total 1 articles about benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside 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: 68.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 95066-29-8
benzyl 4-amino-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

: 155688-56-5
benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside

Guidance literature:: In tetrahydrofuran; for 16.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80815-2

Reference yield: 87.0%

: 124-63-0
methanesulfonyl chloride

: 155688-56-5
benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside

: 155688-57-6
benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-6-O-methane-sulfonyl-D-mannopyranoside

Guidance literature:: With dmap; In pyridine; dichloromethane; for 20h;
DOI:10.1016/S0040-4020(01)80815-2

Reference yield:

: 155688-56-5
benzyl 4-(N-(tert-butoxycarbonyl)amino)-4-deoxy-2,3-O-isopropylidene-D-mannopyranoside

: 155688-58-7
benzyl 6-azido-4-(N-(tert-butoxycarbonyl)amino)-4,6-dideoxy-2,3-O-isopropylidene-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / 4-dimethylaminopyridine / CH₂Cl₂; pyridine / 20 h

2: 98 percent / NaN₃ / dimethylformamide / 1.) 80 deg C, 6.5 h; 2.) r.t., 22 h; 3.) 80 deg C, 5 h

With dmap; sodium azide; In pyridine; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80815-2