Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

Base Information

• Chemical Name: Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate
• CAS No.: 331941-54-9
• Molecular Formula: C₂₄H₃₇NO₉Si
• Molecular Weight: 511.645

Synonyms:Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

Chemical Property of Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

Chemical Property:

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Technology Process of Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

There total 1 articles about Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-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: 81.0%

benzaldehyde dimethyl acetal (1125-88-8) + methyl <2-(trimethylsilyl)ethyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid>onate (122777-22-4) → Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate (331941-54-9)

Guidance literature:

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; for 16h;

DOI:10.1002/(SICI)1521-3765(19990401)5:4<1278::AID-CHEM1278>3.0.CO;2-L

Reference yield: 98.0%

acetic anhydride (108-24-7) + Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate (331941-54-9) → Methyl [2-(trimethylsilyl)ethyl 5-acetamido-4,7-di-O-acetyl-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

Guidance literature:

With pyridine; for 16h;

DOI:10.1002/(SICI)1521-3765(19990401)5:4<1278::AID-CHEM1278>3.0.CO;2-L

Reference yield: 80.0%

benzoyl chloride (98-88-4) + Methyl [2-(trimethylsilyl)ethyl 5-acetamido-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate (331941-54-9) → Methyl [2-(trimethylsilyl)ethyl 5-acetamido-4-O-benzoyl-8,9-O-benzylidene-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

Guidance literature:

With pyridine; at 20 ℃; for 48h;

DOI:10.1002/(SICI)1521-3765(19990401)5:4<1278::AID-CHEM1278>3.0.CO;2-L

upstream raw materials:

benzaldehyde dimethyl acetal

methyl <2-(trimethylsilyl)ethyl 5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid>onate

Downstream raw materials:

methyl [2-(trimethylsilyl)ethyl 5-acetamido-4-O-acetyl-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosid]onate

Methyl [2-(trimethylsilyl)ethyl 5-acetamido-4,7-di-O-acetyl-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

Methyl [2-(trimethylsilyl)ethyl 4,7-di-O-acetyl-5-(N-acetylacetamido)-9-O-benzyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosid]onate

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