methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

Base Information

Chemical Name:methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate
CAS No.:334934-26-8
Molecular Formula:C₂₅H₃₅NO₁₄
Molecular Weight:573.551
Hs Code.:

Synonyms:methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

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Chemical Property of methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

Chemical Property:

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Technology Process of methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

There total 2 articles about methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate 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: 84.0%

: 334934-22-4
phenyl [methyl 4,7,8,9-tetra-O-acetyl-5-(N-tert-butoxycarbonylacetamido)-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid]onate

: 334934-23-5
3-trifluoroacetamidopropyl (2-O-acetyl-3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: 334934-26-8
methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

: C₆₇H₈₄F₃N₃O₂₈

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In acetonitrile; at -35 ℃; for 24h;
DOI:10.1016/S0008-6215(01)00002-7

Reference yield: 60.0%

: 334934-22-4
phenyl [methyl 4,7,8,9-tetra-O-acetyl-5-(N-tert-butoxycarbonylacetamido)-3,5-dideoxy-2-thio-D-glycero-D-galacto-2-nonulopyranosid]onate

: 334934-24-6
3-trifluoroacetamidopropyl (3-O-benzoyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

: 334934-26-8
methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

: 334934-38-2
C₆₅H₈₂F₃N₃O₂₇

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In acetonitrile; at -35 ℃; for 24h;
DOI:10.1016/S0008-6215(01)00002-7

Reference yield:

: 334934-26-8
methyl 5-[acetyl(tert-butoxycarbonyl)amino]-4,7,8,9-tetra-O-acetyl-2,6-anhydro-3,5-dideoxy-D-glycero-D-galacto-non-2-enonate

: C₂₈H₃₇N₃O₁₃S

Guidance literature:: Multi-step reaction with 4 steps

1: ammonium hydroxide / methanol / 7 h / 20 °C

2: pyridine / 24 h / 20 °C / Inert atmosphere

3: Lawessons reagent / tetrahydrofuran / 4 h / 40 °C / Inert atmosphere

4: chloroform / 47 h / Reflux

With Lawessons reagent; pyridine; ammonium hydroxide; In tetrahydrofuran; methanol; chloroform;