methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

Base Information

Chemical Name:methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate
CAS No.:280569-66-6
Molecular Formula:C₂₇H₃₁Cl₆N₅O₁₁
Molecular Weight:814.288
Hs Code.:

methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

Synonyms:methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

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Chemical Property of methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

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Technology Process of methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

There total 9 articles about methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate 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: 62.0%

: 259534-69-5
ethyl 3-O-acetyl-4-azido-2,4,6-trideoxy-1-thio-2-trichloroacetamido-β-D-galactopyranoside

: 280569-61-1
methyl (methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

: 280569-66-6
methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In tetrahydrofuran; dichloromethane; at -40 ℃; for 0.333333h;
DOI:10.1080/07328300008544079

Reference yield:

: 280569-57-5
methyl (methyl 2-azido-3-O-benzyl-2-deoxy-α-D-altropyranosid)uronate

: 280569-66-6
methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.76 g / H₂ / Pd/C / pyridine; methanol / 2 h

2: 70 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 62 percent / 4 Angstroem molecular sieves; NIS; TfOH / CH₂Cl₂; tetrahydrofuran / 0.33 h / -40 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; 1: Reduction / 2: Condensation / 3: glycosylation;
DOI:10.1080/07328300008544079

Reference yield:

: 280569-56-4
methyl 2-azido-3-O-benzyl-2-deoxy-α-D-altropyranoside

: 280569-66-6
methyl (3-O-acetyl-4-azido-2,4,6-trideoxy-2-trichloroacetamido-β-D-galactopyranosyl)-(1->4)-(methyl 3-O-benzyl-2-deoxy-2-trichloroacetamido-α-D-altropyranosid)uronate

Guidance literature:: Multi-step reaction with 5 steps

1: TEMPO; NaOCl; NaHCO₃ / H₂O / 24 h / 0 - 20 °C

2: 2.08 g / dimethylformamide

3: 1.76 g / H₂ / Pd/C / pyridine; methanol / 2 h

4: 70 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

5: 62 percent / 4 Angstroem molecular sieves; NIS; TfOH / CH₂Cl₂; tetrahydrofuran / 0.33 h / -40 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide; 1: Oxidation / 2: Methylation / 3: Reduction / 4: Condensation / 5: glycosylation;
DOI:10.1080/07328300008544079