2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol

Base Information

Chemical Name:2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol
CAS No.:144382-50-3
Molecular Formula:C₃₅H₄₇NO₇Si
Molecular Weight:621.846
Hs Code.:

Synonyms:2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol

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Chemical Property of 2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol

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Technology Process of 2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol

There total 3 articles about 2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol 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: 97.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 144382-49-0
2-O-benzyl-N-benzyloxycarbonyl-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol

: 144382-50-3
2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol

Guidance literature:: With 1H-imidazole; dmap; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

Reference yield:

: 144382-66-1,144409-90-5
methyl 5-O-benzyl-N-benzyloxycarbonyl-2,6-dideoxy-2,6-imino-3-O-(4-methoxybenzyl)-D-mannofuranoside

: 144382-50-3
2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol

Guidance literature:: Multi-step reaction with 3 steps

1: TFA / H₂O; tetrahydrofuran / 1 h / Ambient temperature

2: aq. NaBH₄ / ethanol / 1) 0 deg C, 0.5 h, 2) 0 deg C to RT, 0.5 h

3: 97 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 18 h / Ambient temperature

With 1H-imidazole; dmap; sodium tetrahydroborate; trifluoroacetic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

Reference yield:

: (2S,3R,4R,5R)-5-Benzyloxy-2-formyl-4-hydroxy-3-(4-methoxy-benzyloxy)-piperidine-1-carboxylic acid benzyl ester

: 144382-50-3
2-O-benzyl-N-benzyloxycarbonyl-6-O-(tert-butyldimethylsilyl)-1,5-dideoxy-1,5-imino-4-O-(4-methoxybenzyl)-D-mannitol

Guidance literature:: Multi-step reaction with 2 steps

1: aq. NaBH₄ / ethanol / 1) 0 deg C, 0.5 h, 2) 0 deg C to RT, 0.5 h

2: 97 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 18 h / Ambient temperature

With 1H-imidazole; dmap; sodium tetrahydroborate; In ethanol; N,N-dimethyl-formamide;