(2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester

Base Information

Chemical Name:(2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester
CAS No.:188590-12-7
Molecular Formula:C₃₈H₃₁F₅N₄O₉
Molecular Weight:782.678
Hs Code.:

(2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester

Synonyms:(2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester

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Chemical Property of (2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester

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Technology Process of (2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester

There total 5 articles about (2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid 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: 75.0%

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

: (2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid

: 188590-12-7
(2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester

Guidance literature:: With dicyclohexyl-carbodiimide; In ethyl acetate; Ambient temperature;
DOI:10.1039/p19960000985

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 188590-12-7
(2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / p-TsOH / nitromethane / 3 h / Ambient temperature

2: 75 percent / DCC / ethyl acetate / Ambient temperature

With toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In nitromethane; ethyl acetate;
DOI:10.1039/p19960000985

Reference yield:

: 120791-77-7
N-(9H-fluoren-9-yl)-methoxycarbonyl-O-(3,4,6-tri-O-acetyl-2-azido-2-desoxy-α-D-galactopyranosyl)-1-threonine tert-butyl ester

: 188590-12-7
(2S,3R)-3-((2S,4aR,6S,7R,8R,8aR)-7-Azido-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / HCO₂H / 12 h / Ambient temperature

2: 65 percent / N₂H₄*H₂O / methanol / 7.5 h / Ambient temperature

3: 73 percent / p-TsOH / nitromethane / 3 h / Ambient temperature

4: 75 percent / DCC / ethyl acetate / Ambient temperature

With formic acid; toluene-4-sulfonic acid; hydrazine hydrate; dicyclohexyl-carbodiimide; In methanol; nitromethane; ethyl acetate;
DOI:10.1039/p19960000985