1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine

Base Information

Chemical Name:1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine
CAS No.:575472-11-6
Molecular Formula:C₃₁H₅₃NO₈Si₂
Molecular Weight:623.935
Hs Code.:

Synonyms:1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine

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Chemical Property of 1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine

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Technology Process of 1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine

There total 8 articles about 1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine 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: 90.0%

: 575472-08-1
1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-thiocarbonyl-α-L-sorbofuranosylamine

: 575472-11-6
1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1016/S0008-6215(03)00007-7

Reference yield:

: 35673-97-3
L-sorbose

: 575472-11-6
1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 55 percent / H₂SO₄

2.1: 96 percent / NaH / dimethylformamide

3.1: TFA / H₂O

3.2: 78 percent / HCl / H₂O / 48 h / 50 °C

4.1: 85 percent / imidazole / dimethylformamide / 20 °C

5.1: 95 percent / pyridine / 24 h / 20 °C

6.1: 90 percent / m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 3 h / 0 °C

With 1H-imidazole; sulfuric acid; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In pyridine; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(03)00007-7

Reference yield:

: 100-39-0
benzyl bromide

: 575472-11-6
1-O-benzyl-2-N-tert-butoxycarbonyl-4,6-di-O-tert-butyldimethylsilyl-2-N,3-O-carbonyl-α-L-sorbofuranosylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / NaH / dimethylformamide

2.1: TFA / H₂O

2.2: 78 percent / HCl / H₂O / 48 h / 50 °C

3.1: 85 percent / imidazole / dimethylformamide / 20 °C

4.1: 95 percent / pyridine / 24 h / 20 °C

5.1: 90 percent / m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 3 h / 0 °C

With 1H-imidazole; sodium hydride; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In pyridine; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(03)00007-7