3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

Base Information

Chemical Name:3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate
CAS No.:471930-69-5
Molecular Formula:C₂₆H₂₆Cl₆N₂O₇
Molecular Weight:691.22
Hs Code.:

Synonyms:3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

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Chemical Property of 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

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Technology Process of 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

There total 7 articles about 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate 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: 70.0%

: 545-06-2
trichloroacetonitrile

: 471930-68-4
Acetic acid (2R,3R,4R,5R,6R)-3-benzyloxy-2-benzyloxymethyl-6-hydroxy-5-(2,2,2-trichloro-acetylamino)-tetrahydro-pyran-4-yl ester

: 471930-69-5
3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo025834+

Reference yield:

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

: 471930-69-5
3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 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

4.1: 91 percent / tetrabutylammonium fluoride; AcOH / tetrahydrofuran / 20 h / 20 °C

5.1: 70 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

With pyridine; sodium tetrahydroborate; sodium azide; ammonium cerium(IV) nitrate; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; nickel dichloride; In tetrahydrofuran; ethanol; dichloromethane; acetonitrile;
DOI:10.1021/jo025834+

Reference yield:

: 100-39-0
benzyl bromide

: 471930-69-5
3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-α-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 36 percent / sodium hydride / dimethylformamide / 0 °C

2.1: 97 percent / pyridine

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

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

3.3: 1.48 g / imidazole / dimethylformamide / 12 h / 20 °C

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

4.2: Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

4.3: 40 percent / pyridine / 12 h

5.1: 91 percent / tetrabutylammonium fluoride; AcOH / tetrahydrofuran / 20 h / 20 °C

6.1: 70 percent / DBU / CH₂Cl₂ / 2 h / 20 °C

With pyridine; sodium tetrahydroborate; sodium azide; ammonium cerium(IV) nitrate; tetrabutyl ammonium fluoride; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; nickel dichloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo025834+