methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate

Base Information

Chemical Name:methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate
CAS No.:180403-88-7
Molecular Formula:C₄₇H₅₃Cl₃N₂O₂₂
Molecular Weight:1104.3
Hs Code.:

methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate

Synonyms:methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate

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Chemical Property of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate

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Technology Process of methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate

There total 9 articles about methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-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: 98.0%

: 545-06-2
trichloroacetonitrile

: (2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-[(3R,4S,5S,6R)-3,5-bis-benzoyloxy-2-hydroxy-6-(4-oxo-pentanoyloxymethyl)-tetrahydro-pyran-4-yloxy]-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 180403-88-7
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0968-0896(96)00165-4

Reference yield:

: 155155-64-9
(4S,5R,6R)-4-Acetoxy-5-acetylamino-2-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 180403-88-7
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / molecular sieves 3 A, N-iodosuccinimide, trifluoromethanesulfonic acid / acetonitrile / 3 h / -30 °C

2: 86 percent / pyridine, 4-dimethylaminopyridine / Ambient temperature

3: 94 percent / H₂, AcOH / 10percent Pd/C / 7 h / Ambient temperature

4: 85 percent / pyridine / CH₂Cl₂ / 0.3 h / -50 °C

5: 82 percent / pyridine, 4-dimethylaminopyridine / 12 h / Ambient temperature

6: 90 percent / CF₃CO₂H / CH₂Cl₂ / 0.5 h / Ambient temperature

7: 98 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / 0 °C

With pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(96)00165-4

Reference yield:

: 187232-88-8
(2S,4S,5R,6R)-4-Acetoxy-5-acetylamino-2-[(2R,4aR,6R,7R,8R,8aS)-7-hydroxy-2-phenyl-6-(2-trimethylsilanyl-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 180403-88-7
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2-> 3)-2,4-di-O-benzoyl-6-O-levulinoyl-D-galactopyranosyl trichloroacetimidate

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / pyridine, 4-dimethylaminopyridine / Ambient temperature

2: 94 percent / H₂, AcOH / 10percent Pd/C / 7 h / Ambient temperature

3: 85 percent / pyridine / CH₂Cl₂ / 0.3 h / -50 °C

4: 82 percent / pyridine, 4-dimethylaminopyridine / 12 h / Ambient temperature

5: 90 percent / CF₃CO₂H / CH₂Cl₂ / 0.5 h / Ambient temperature

6: 98 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / 0 °C

With pyridine; dmap; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; palladium on activated charcoal; In dichloromethane;
DOI:10.1016/S0968-0896(96)00165-4