4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

Base Information

Chemical Name:4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose
CAS No.:321380-43-2
Molecular Formula:C₂₆H₂₆Cl₆N₂O₇
Molecular Weight:691.22
Hs Code.:

Synonyms:4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

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Chemical Property of 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

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Technology Process of 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

There total 9 articles about 4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose 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:

: 545-06-2
trichloroacetonitrile

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

: 321380-43-2
4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0008-6215(00)00234-2

Reference yield:

: 273400-79-6
4-methoxyphenyl 2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 321380-43-2
4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 8 steps

1.1: 19.2 g / TFA / 3 h / 20 °C

2.1: 82 percent / NaH / dimethylformamide / 0 - 20 °C

3.1: 4 Angstroem molecular sieves; triethylsilane / CH₂Cl₂ / 1 h / 20 °C

3.2: 69 percent / TFA / CH₂Cl₂ / 0 - 20 °C

4.1: CH₂Cl₂; pyridine / 2 h / -15 °C

5.1: 4.06 g / NaNO₂ / dimethylformamide / 1 h / 20 °C

6.1: 85 percent / pyridine

7.1: 1.67 percent / ceric ammonium nitrate / toluene; acetonitrile; H₂O / 0.25 h / 20 °C

8.1: 1.94 g / DBU / CH₂Cl₂ / 1 h / 0 °C

With triethylsilane; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; sodium nitrite; In pyridine; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0008-6215(00)00234-2

Reference yield:

: 273400-77-4
4-methoxyphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 321380-43-2
4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 9 steps

1.1: 24.65 g / NaOMe / methanol / 2 h / 20 °C

2.1: 19.2 g / TFA / 3 h / 20 °C

3.1: 82 percent / NaH / dimethylformamide / 0 - 20 °C

4.1: 4 Angstroem molecular sieves; triethylsilane / CH₂Cl₂ / 1 h / 20 °C

4.2: 69 percent / TFA / CH₂Cl₂ / 0 - 20 °C

5.1: CH₂Cl₂; pyridine / 2 h / -15 °C

6.1: 4.06 g / NaNO₂ / dimethylformamide / 1 h / 20 °C

7.1: 85 percent / pyridine

8.1: 1.67 percent / ceric ammonium nitrate / toluene; acetonitrile; H₂O / 0.25 h / 20 °C

9.1: 1.94 g / DBU / CH₂Cl₂ / 1 h / 0 °C

With triethylsilane; ammonium cerium(IV) nitrate; 4 A molecular sieve; sodium methylate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; sodium nitrite; In pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0008-6215(00)00234-2