Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Base Information

Chemical Name:Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside
CAS No.:303127-87-9
Molecular Formula:C₂₁H₂₄Cl₃NO₉
Molecular Weight:540.782
Hs Code.:

Synonyms:Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Suppliers and Price of Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

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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 Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Chemical Property:

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Technology Process of Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

There total 1 articles about Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside 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: 89.0%

: 3,4,6-Tri-O-acetyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-glucopyranose

: 100-51-6,185532-71-2
benzyl alcohol

: 303127-87-9
Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1039/b002835p

Reference yield:

: 303127-87-9
Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 303127-88-0
Benzyl 2-deoxy-3,6-di-O-pivaloyl-2-trichloroacetamido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: methanol / 16 h / 20 °C

2: 2.79 g / pyridine / CH₂Cl₂ / 1.5 h / 0 °C

With pyridine; In methanol; dichloromethane; 1: Deacetylation / 2: Acylation;
DOI:10.1039/b002835p

Reference yield:

: 303127-87-9
Benzyl 3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranoside

: 303127-98-2
Benzyl O-(methyl 2-O-benzoyl-3,4-di-O-benzyl-β-D-glucopyranosyluronate)-(1->3)-4-O-benzyl-6-O-(tert-butyldimethylsilyl)-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: methanol / 16 h / 20 °C

2.1: 2.79 g / pyridine / CH₂Cl₂ / 1.5 h / 0 °C

3.1: 98 percent / pyridine / CH₂Cl₂ / 2 h / -15 - 0 °C

4.1: 65 percent / NaNO₂ / dimethylformamide / 1.5 h / 20 °C

5.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

5.2: 81 percent / TBAI / tetrahydrofuran / 5 h / 0 - 20 °C

6.1: methanol / 48 h

7.1: 2.45 g / imidazole / dimethylformamide / 0.67 h / 0 °C

8.1: 62 percent / TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 0.5 h / 20 °C

With pyridine; 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium hydride; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1.1: Deacetylation / 2.1: Acylation / 3.1: Substitution / 4.1: Substitution / 5.1: Metallation / 5.2: Etherification / 6.1: Substitution / 7.1: Substitution / 8.1: Substitution;
DOI:10.1039/b002835p