allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester

Base Information

Chemical Name:allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester
CAS No.:73159-07-6
Molecular Formula:C₂₃H₃₃NO₁₃
Molecular Weight:531.514
Hs Code.:

Synonyms:allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester

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Chemical Property of allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester

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Technology Process of allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester

There total 1 articles about allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester 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: 28.0%

: 132883-18-2
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosyl chloride

: 107-18-6
allyl alcohol

: 73960-72-2
methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate

: 73159-07-6
allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester

: methyl [allyl 4,7,8,9-tetra-O-acetyl-5-N-acetyl-3,5-dideoxy-β-D-glycero-D-galacto-non-2-ulopyranoside]onate

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; at 20 ℃;
DOI:10.1055/s-2002-33518

Reference yield: 96.2%

: 73159-07-6
allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester

: 100-53-8
phenylmethanethiol

: 325962-13-8
3-benzylthiopropyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid metyl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); at 80 ℃; for 1.5h;
DOI:10.1016/S0008-6215(00)00247-0

Reference yield:

: 73159-07-6
allyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,54-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosonic acid methyl ester

: 152957-11-4
methyl 5-acetamido-2-<5''-(methyl 2',3'-di-O-benzoyl-6'-deoxy-β-L-galactopyranoside-4'-yl)-4''-oxo-pent-1''-yl>-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulosonate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, CH₃OH, 0 deg C, 2 h, 2.) CH₂Cl₂, CH₃OH, RT, 8 h

2: 60 percent / Cs₂CO₃ / 2-methyl-propan-2-ol / 2 h / 30 °C

3: 98 percent / H₂ / 10percent Pd/C / methanol / 16 h / 760 Torr / Ambient temperature

With dimethylsulfide; hydrogen; caesium carbonate; ozone; palladium on activated charcoal; In methanol; tert-butyl alcohol;
DOI:10.1016/S0957-4166(00)86284-9