methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate

Base Information

Chemical Name:methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate
CAS No.:1262101-60-9
Molecular Formula:C₂₈H₃₇NO₁₅
Molecular Weight:627.599
Hs Code.:

Synonyms:methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate

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Chemical Property of methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate

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Technology Process of methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate

There total 5 articles about methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate 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%

: 109681-20-1
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3-anhydro-5-deoxy-β-D-erythro-L-gluco-non-2-ulopyranosonate

: 105-13-5
4-Methoxybenzyl alcohol

: 1262101-60-9
methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate

Guidance literature:: With camphorsulfonic acid; In 1,2-dichloro-ethane; at 0 - 20 ℃; for 1.5h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/acs.joc.5b00992

Reference yield:

: 108999-04-8
methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-2,3-dibromo-2,3,5-trideoxy-β-D-erythro-L-manno-non-2-ulopyranosonate

: 1262101-60-9
methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate

Guidance literature:: Multi-step reaction with 3 steps

1: silver carbonate; silver perchlorate / dichloromethane / 0.75 h / 0 - 20 °C / Darkness

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

3: camphor-sulfonic acid / 1,1-dichloroethane / 1.25 h / 0 - 20 °C / Inert atmosphere

With silver perchlorate; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver carbonate; camphor-sulfonic acid; In 1,1-dichloroethane; dichloromethane; acetonitrile;

Reference yield:

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

: 1262101-60-9
methyl (4'-methoxybenzyl-5-acetamido-4,7,8,9-tetra-O-acetyl-5-dideoxy-D-erythro-α-L-gluco-non-2-ulopyranoside)onate

Guidance literature:: Multi-step reaction with 4 steps

1: bromine / dichloromethane / 0.2 h / 0 °C

2: silver carbonate; silver perchlorate / dichloromethane / 0.75 h / 0 - 20 °C / Darkness

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

4: camphor-sulfonic acid / 1,1-dichloroethane / 1.25 h / 0 - 20 °C / Inert atmosphere

With bromine; silver perchlorate; 1,8-diazabicyclo[5.4.0]undec-7-ene; silver carbonate; camphor-sulfonic acid; In 1,1-dichloroethane; dichloromethane; acetonitrile;