(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester

Base Information

Chemical Name:(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester
CAS No.:1412697-56-3
Molecular Formula:C₂₇H₂₇F₅N₄O₇
Molecular Weight:614.526
Hs Code.:

Synonyms:(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester

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Chemical Property of (6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester

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Technology Process of (6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester

There total 4 articles about (6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester 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: 79.0%

: 771-61-9
2,3,4,5,6-pentafluorophenol

: 1412696-84-4
(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine

: 1412697-56-3
(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; at 20 ℃; for 16h; Inert atmosphere;
DOI:10.1002/ejoc.201200463

Reference yield:

: 668990-26-9
6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonic acid

: 1412697-56-3
(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.08 h

1.2: 20 h / 20 °C / Inert atmosphere

2.1: water; barium(II) hydroxide / tetrahydrofuran / 3 h / 20 °C

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

With O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; barium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201200463

Reference yield:

: 229643-36-1
methyl 6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonate

: 1412697-56-3
(6-azido-6-deoxy-2,3:4,5-di-O-isopropylidene-D-galactonyl)-L-phenylalanine pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: water; barium(II) hydroxide / tetrahydrofuran / 3 h / 20 °C

2.1: O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.08 h

2.2: 20 h / 20 °C / Inert atmosphere

3.1: water; barium(II) hydroxide / tetrahydrofuran / 3 h / 20 °C

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 1,4-dioxane / 16 h / 20 °C / Inert atmosphere

With O-(benzotriazol-1-yl )-N,N,N' ,N'-tetramethyluronium tetrafluoroborate; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; barium(II) hydroxide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1002/ejoc.201200463