2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose

Base Information

Chemical Name:2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose
CAS No.:316172-40-4
Molecular Formula:C₃₃H₄₂O₆Si
Molecular Weight:562.778
Hs Code.:

Synonyms:2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose

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Chemical Property of 2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose

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Technology Process of 2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose

There total 11 articles about 2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose 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: 58.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 316172-35-7
2,3,4-tri-O-benzyl-1,6-anhydro-β-L-idopyranos-5-ulo-5-hydrate

: 316172-40-4
2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -40 - 20 ℃; for 2h;
DOI:10.1021/jo016378c

Reference yield: 16.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 316172-35-7
2,3,4-tri-O-benzyl-1,6-anhydro-β-L-idopyranos-5-ulo-5-hydrate

: 316172-40-4
2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose

: 1-O-tert-butyldimethylsilyl-2,3,4-tri-O-benzyl-β-D-xylohexoseptanosid-5-ulose

Guidance literature:: With pyridine; In dichloromethane; at -40 ℃; for 3h;
DOI:10.1021/jo016378c

Reference yield:

: 13265-83-3
methyl 6-deoxy-α-D-xylo-hex-5-enopyranoside

: 316172-40-4
2,3,4-tri-O-benzyl-5-O-tert-butyldimethylsilyl-1,6-anhydro-β-L-idopyranos-5-ulose

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide; various solvent(s) / 0 °C

1.2: 68 percent / dimethylformamide; various solvent(s) / 2 h

2.1: 95 percent / oxone; 1,1,1-trifluoroacetone; Na₂EDTA / aq. NaHCO₃ / acetonitrile / 12 h / 0 °C

3.1: 58 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -40 - 20 °C

With 2,6-dimethylpyridine; Oxone; 1,1,1-trifluoro-2-propanone; edetate disodium; sodium hydride; sodium hydrogencarbonate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo016378c