3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

Base Information

Chemical Name:3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine
CAS No.:141599-07-7
Molecular Formula:C₂₆H₃₅NO₄Si
Molecular Weight:453.654
Hs Code.:

Synonyms:3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

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Chemical Property of 3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

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Technology Process of 3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

There total 2 articles about 3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine 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: 84.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 141599-06-6
3,4-di-O-benzyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabino-pyranosylamine

: 141599-07-7
3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

Guidance literature:: With dmap; In N,N-dimethyl-formamide; for 16h; Ambient temperature;
DOI:10.1016/S0040-4020(01)90975-5

Reference yield:

: 116661-76-8
1,5-anhydro-3,4-di-O-benzyl-2-deoxy-D-erythro-pent-1-enitol

: 141599-07-7
3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

Guidance literature:: Multi-step reaction with 2 steps

2: 84 percent / 4-N,N-dimethylaminopyridine / dimethylformamide / 16 h / Ambient temperature

With dmap; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90975-5

Reference yield:

: 141599-07-7
3,4-di-O-benzyl-N-t-butyldimethylsilyl-2-C:1-N-carbonyl-2-deoxy-β-D-arabinopyranosylamine

: 141661-98-5
(3S,4R) 1-t-butyldimethylsilyl-3-diphenylmethoxycarbonyl-4-(diphenylmethoxycarbonyl)methoxy-azetidinone-2

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / H₂ / 5percent Pd/C / ethyl acetate / 16 h / 760 Torr / Ambient temperature

2: 1) NaIO₄, 2) 35percent hydrogen peroxide, sodium chlorite / 1) t-BuOH, 8percent aq. NH₄H₂PO₄, H₂O, -5 deg C, 20 min, 2) H₂O, 30 min

3: diethyl ether

With sodium chlorite; sodium periodate; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In diethyl ether; ethyl acetate;
DOI:10.1016/S0040-4020(01)90975-5