pentyl 3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-L-gulohexonamide

Base Information

Chemical Name:pentyl 3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-L-gulohexonamide
CAS No.:1426550-07-3
Molecular Formula:C₃₂H₄₀N₂O₄
Molecular Weight:516.681
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of pentyl 3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-L-gulohexonamide

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Technology Process of pentyl 3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-L-gulohexonamide

There total 9 articles about pentyl 3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-L-gulohexonamide 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:

: C₂₆H₂₇NO₃

: 1426550-07-3
pentyl 3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-L-gulohexonamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: water; iodine / tetrahydrofuran / 0.5 h

With methanol; water; iodine; In tetrahydrofuran; 1: |Ugi Condensation;
DOI:10.1002/ejoc.201200923

Reference yield:

: 16838-89-4,17073-88-0,60933-68-8,60933-69-9,73068-66-3,89361-52-4,89615-42-9,89615-45-2,96192-07-3
2,3,5-tri-O-benzyl-D-xylofuranose

: 1426550-07-3
pentyl 3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-L-gulohexonamide

Guidance literature:: Multi-step reaction with 9 steps

1: sodium tetrahydroborate / methanol / 3 h / 20 °C / Inert atmosphere

2: pyridine / 20 h / 40 °C / Inert atmosphere

3: triethylamine / dichloromethane / 20 h

4: sodium azide; 15-crown-5 / N,N-dimethyl-formamide / 48 h / 90 °C / Inert atmosphere

5: methanol; boron trifluoride diethyl etherate / toluene / 3 h / Inert atmosphere

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

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

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

9: water; iodine / tetrahydrofuran / 0.5 h

With pyridine; methanol; sodium tetrahydroborate; sodium azide; 15-crown-5; boron trifluoride diethyl etherate; water; iodine; Dess-Martin periodane; triethylamine; trimethylphosphane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 8: |Ugi Condensation;
DOI:10.1002/ejoc.201200923

Reference yield:

: 100896-16-0
2,3,5-tri-O-benzyl-D-xylitol

: 1426550-07-3
pentyl 3,4,6-tri-O-benzyl-2,5-dideoxy-2,5-imino-L-gulohexonamide

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / 20 h / 40 °C / Inert atmosphere

2: triethylamine / dichloromethane / 20 h

3: sodium azide; 15-crown-5 / N,N-dimethyl-formamide / 48 h / 90 °C / Inert atmosphere

4: methanol; boron trifluoride diethyl etherate / toluene / 3 h / Inert atmosphere

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

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

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

8: water; iodine / tetrahydrofuran / 0.5 h

With pyridine; methanol; sodium azide; 15-crown-5; boron trifluoride diethyl etherate; water; iodine; Dess-Martin periodane; triethylamine; trimethylphosphane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 7: |Ugi Condensation;
DOI:10.1002/ejoc.201200923