3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid

Base Information

Chemical Name:3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid
CAS No.:1426550-77-7
Molecular Formula:C₄₀H₄₃NO₇
Molecular Weight:649.784
Hs Code.:

Synonyms:3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid

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Chemical Property of 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid

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Technology Process of 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid

There total 8 articles about 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid 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: 82.0%

: 1426550-76-6
1-cyclohexenyl 3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonamide

: 1426550-77-7
3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; for 20h;
DOI:10.1002/ejoc.201200923

Reference yield:

: 1426550-59-5
2,3,4,6-tetra-O-benzyl-1-O-tert-butyldiphenylsilyl-L-iditol

: 1426550-77-7
3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid

Guidance literature:: Multi-step reaction with 6 steps

1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 20 h / 0 - 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / Inert atmosphere

3: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

4: trimethylphosphane / methanol; toluene / 3 h / 0 °C / Inert atmosphere

5: methanol / 0 - 5 °C / Inert atmosphere

6: hydrogenchloride / tetrahydrofuran; water / 20 h

With hydrogenchloride; methanol; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; Dess-Martin periodane; triphenylphosphine; trimethylphosphane; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 5: |Ugi Condensation;
DOI:10.1002/ejoc.201200923

Reference yield:

: 5-azido-2,3,4,6-tetra-O-benzyl-1-O-tert-butyldiphenylsilyl-D-glucitol

: 1426550-77-7
3,4,5,7-tetra-O-benzyl-2,6-dideoxy-2,6-(pent-4-enimido)-D-glycero-D-idoheptonic acid

Guidance literature:: Multi-step reaction with 5 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 h / Inert atmosphere

2: Dess-Martin periodane / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

3: trimethylphosphane / methanol; toluene / 3 h / 0 °C / Inert atmosphere

4: methanol / 0 - 5 °C / Inert atmosphere

5: hydrogenchloride / tetrahydrofuran; water / 20 h

With hydrogenchloride; methanol; tetrabutyl ammonium fluoride; Dess-Martin periodane; trimethylphosphane; In tetrahydrofuran; methanol; dichloromethane; water; toluene; 4: |Ugi Condensation;
DOI:10.1002/ejoc.201200923