methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Base Information

Chemical Name:methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate
CAS No.:352437-56-0
Molecular Formula:C₁₉H₂₅N₃O₉
Molecular Weight:439.422
Hs Code.:

Synonyms:methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

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Chemical Property of methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

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Technology Process of methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

There total 10 articles about methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)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%

: 352437-54-8
methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-8,9-O-isopropylidene-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

: 352437-56-0
methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: With toluene-4-sulfonic acid; ethanethiol; In dichloromethane; at 0 - 20 ℃; for 4h;

Reference yield:

: 19342-75-7
methyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosid)onate

: 352437-56-0
methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 8 steps

1: KOH / butan-1-ol

2: 70 percent / TfN₃; NaOMe; DMAP / methanol / 20 °C

3: pyridine

4: 2.324 g / CH₂Cl₂; diethyl ether

5: 97 percent / NaOMe / methanol

6: 85 percent / p-TsOH*H₂O / acetone / 17 h

7: 78 percent / pyridine / CH₂Cl₂ / 0 °C

8: 89 percent / EtSH; p-TsOH / CH₂Cl₂ / 4 h / 0 - 20 °C

With pyridine; dmap; potassium hydroxide; triflic azide; sodium methylate; toluene-4-sulfonic acid; ethanethiol; In methanol; diethyl ether; dichloromethane; acetone; butan-1-ol; 5: Zemplen deacetylation;

Reference yield:

: 101554-19-2
benzyl 5-amino-3,4-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosidonic acid

: 352437-56-0
methyl (benzyl 4-O-acetyl-5-azido-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / TfN₃; NaOMe; DMAP / methanol / 20 °C

2: pyridine

3: 2.324 g / CH₂Cl₂; diethyl ether

4: 97 percent / NaOMe / methanol

5: 85 percent / p-TsOH*H₂O / acetone / 17 h

6: 78 percent / pyridine / CH₂Cl₂ / 0 °C

7: 89 percent / EtSH; p-TsOH / CH₂Cl₂ / 4 h / 0 - 20 °C

With pyridine; dmap; triflic azide; sodium methylate; toluene-4-sulfonic acid; ethanethiol; In methanol; diethyl ether; dichloromethane; acetone; 4: Zemplen deacetylation;