Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

Base Information

Chemical Name:Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate
CAS No.:353301-95-8
Molecular Formula:C₂₂H₂₉NO₈
Molecular Weight:435.474
Hs Code.:

Synonyms:Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

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Chemical Property of Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

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Technology Process of Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

There total 4 articles about Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate 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: 83.0%

: 100-39-0
benzyl bromide

: 108999-10-6
Methyl 5-acetamido-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

: 353301-95-8
Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.166667h;
DOI:10.1002/1521-3765(20010518)7:10<2178::AID-CHEM2178>3.0.CO;2-E

Reference yield:

: 25875-99-4,79026-38-3
methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

: 353301-95-8
Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

Guidance literature:: Multi-step reaction with 2 steps

1: acetone / 20 °C

2: 65 percent / NaH / dimethylformamide / 0 °C

With sodium hydride; In N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmcl.2006.12.105

Reference yield:

: 67670-69-3
N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester

: 353301-95-8
Methyl 5-acetamido-4-O-benyl-2,3,5-trideoxy-8,9-O-isopropylidene-D-glycero-D-galacto-non-2-enopyranosonate

Guidance literature:: Multi-step reaction with 4 steps

1: DBU / CH₂Cl₂ / 2.5 h / 20 °C

2: NaOMe / methanol / 2 h / 0 °C

3: acetone / 20 °C

4: 65 percent / NaH / dimethylformamide / 0 °C

With sodium methylate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.bmcl.2006.12.105