dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate

Base Information

Chemical Name:dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate
CAS No.:471930-56-0
Molecular Formula:C₃₂H₄₃Cl₃NO₁₀P
Molecular Weight:739.027
Hs Code.:

Synonyms:dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate

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Technology Process of dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate

There total 8 articles about dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate 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: 74.0%

: 107-66-4
dibutyl phosphate

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

: 471930-56-0
dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate

Guidance literature:: In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jo025834+

Reference yield:

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

: 471930-56-0
dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate

Guidance literature:: Multi-step reaction with 6 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

6.1: 74 percent / CH₂Cl₂ / 1 h / 0 °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

: 471930-56-0
dibutyl 3-acetyl-4,6-dibenzyl-2-deoxy-2-trichloroacetamido-β-D-galactopyranosyl phosphate

Guidance literature:: Multi-step reaction with 7 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

7.1: 74 percent / CH₂Cl₂ / 1 h / 0 °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+