5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose

Base Information

Chemical Name:5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose
CAS No.:872345-48-7
Molecular Formula:C₅₂H₅₉N₃O₅Si₂
Molecular Weight:862.229
Hs Code.:

Synonyms:5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose

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Chemical Property of 5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose

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Technology Process of 5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose

There total 7 articles about 5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose 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:

: 872345-46-5
5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-β-D-psicopyranose

: 58479-61-1
tert-butylchlorodiphenylsilane

: 872345-49-8
5-azido-3,4-di-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-D-psicopyranose

: 872345-48-7
5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose

Guidance literature:: 5-azido-3,4-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-β-D-psicopyranose; With trifluoroacetic acid; at 20 ℃; for 2h;

tert-butylchlorodiphenylsilane; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1016/j.tet.2005.09.043

Reference yield:

: 872345-44-3
(5S,8R,9R)-8-Azido-9-benzyloxy-2,2-dimethyl-1,3,6-trioxa-spiro[4.5]decan-10-one

: 872345-48-7
5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose

Guidance literature:: Multi-step reaction with 3 steps

1.1: 88 percent / NaBH₄ / methanol / 1 h / cooling

2.1: 72 percent / NaH / dimethylformamide / 2 h / 20 °C

3.1: aq. TFA / 2 h / 20 °C

3.2: 2.31 g / imidazole / dimethylformamide / 20 h / 20 °C

With sodium tetrahydroborate; sodium hydride; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.09.043

Reference yield:

: 872345-45-4
5-azido-4-O-benzyl-5-deoxy-1,2-O-isopropylidene-β-D-psicopyranose

: 872345-48-7
5-azido-3,4-di-O-benzyl-1,6-di-O-tert-butyldiphenylsilyl-5-deoxy-D-psicose

Guidance literature:: Multi-step reaction with 2 steps

1.1: 72 percent / NaH / dimethylformamide / 2 h / 20 °C

2.1: aq. TFA / 2 h / 20 °C

2.2: 2.31 g / imidazole / dimethylformamide / 20 h / 20 °C

With sodium hydride; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2005.09.043