dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Base Information

Chemical Name:dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside
CAS No.:471930-67-3
Molecular Formula:C₃₂H₄₄Cl₃NO₇Si
Molecular Weight:689.148
Hs Code.:

Synonyms:dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

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Chemical Property of dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

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Technology Process of dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

There total 7 articles about dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside 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: 40.0%

: 108-24-7
acetic anhydride

: 76-02-8
trifluoroacetyl chloride

: 471930-66-2
dimethylthexylsilyl 3-acetyl-2-azido-4,6-dibenzyl-2-deoxy-β-D-galactopyranoside

: 471930-67-3
dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: dimethylthexylsilyl 3-acetyl-2-azido-4,6-dibenzyl-2-deoxy-β-D-galactopyranoside; With sodium tetrahydroborate; nickel dichloride; In ethanol; at 20 ℃; for 1.5h;

trifluoroacetyl chloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.333333h;

acetic anhydride; With pyridine; for 12h; Further stages.;
DOI:10.1021/jo025834+

Reference yield:

: 76-02-8
trifluoroacetyl chloride

: 471930-66-2
dimethylthexylsilyl 3-acetyl-2-azido-4,6-dibenzyl-2-deoxy-β-D-galactopyranoside

: N-{(2S,3R,4R,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-2-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-4-hydroxy-tetrahydro-pyran-3-yl}-2,2,2-trichloro-acetamide

: 471930-67-3
dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: dimethylthexylsilyl 3-acetyl-2-azido-4,6-dibenzyl-2-deoxy-β-D-galactopyranoside; With sodium tetrahydroborate; nickel dichloride; In ethanol; at 20 ℃; for 1.5h;

trifluoroacetyl chloride; With triethylamine; In dichloromethane; at 0 ℃; for 0.333333h; Further stages. Title compound not separated from byproducts.;
DOI:10.1021/jo025834+

Reference yield:

: 81928-98-5
4,6-di-O-benzyl-D-galactal

: 471930-67-3
dimethylthexylsilyl 3-O-acetyl-4,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 97 percent / pyridine

2.1: CAN; NaN₃ / acetonitrile / 4 h / -15 °C

2.2: thiophenol; diisopropylethylamine / acetonitrile / 1.5 h / 0 °C

2.3: 1.48 g / imidazole / dimethylformamide / 12 h / 20 °C

3.1: sodium borohydride; NiCl₂ / ethanol / 1.5 h / 20 °C

3.2: Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

3.3: 40 percent / pyridine / 12 h

With pyridine; sodium tetrahydroborate; sodium azide; ammonium cerium(IV) nitrate; nickel dichloride; In ethanol; acetonitrile;
DOI:10.1021/jo025834+