1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine

Base Information

Chemical Name:1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine
CAS No.:575472-09-2
Molecular Formula:C₃₁H₅₃NO₇SSi₂
Molecular Weight:640.001
Hs Code.:

Synonyms:1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine

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Chemical Property of 1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine

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Technology Process of 1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine

There total 5 articles about 1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine 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: 100.0%

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

: 575472-06-9
1-O-benzyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine

: 575472-09-2
1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine

Guidance literature:: In pyridine; at 20 ℃; for 24h;
DOI:10.1016/S0008-6215(03)00007-7

Reference yield:

: 20880-92-6
2,3;4,5-di-O-isopropylidene-β-D-fructopyranose

: 575472-09-2
1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / NaH / dimethylformamide

2.1: TFA / H₂O

2.2: 64 percent / HCl / H₂O / 48 h / 50 °C

3.1: 100 percent / imidazole / dimethylformamide / 20 °C

4.1: 100 percent / pyridine / 24 h / 20 °C

With 1H-imidazole; sodium hydride; trifluoroacetic acid; In pyridine; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(03)00007-7

Reference yield:

: 100-39-0
benzyl bromide

: 575472-09-2
1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-β-D-fructofuranosylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / NaH / dimethylformamide

2.1: TFA / H₂O

2.2: 64 percent / HCl / H₂O / 48 h / 50 °C

3.1: 100 percent / imidazole / dimethylformamide / 20 °C

4.1: 100 percent / pyridine / 24 h / 20 °C

With 1H-imidazole; sodium hydride; trifluoroacetic acid; In pyridine; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(03)00007-7