N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

Base Information

Chemical Name:N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester
CAS No.:168139-79-5
Molecular Formula:C₅₄H₅₁F₅N₄O₂₀
Molecular Weight:1171.01
Hs Code.:

N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

Synonyms:N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

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Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

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Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

There total 8 articles about N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine 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: 68.0%

: 86061-06-5
N^α-(9-fluorenylmethoxycarbonyl)-L-threonine pentafluorophenyl ester

: 168139-78-4
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-β-D-galactopyranosyl trichloroacetimidate

: 168139-79-5
N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/0008-6215(94)00364-L

Reference yield: 52.0%

: 86061-06-5
N^α-(9-fluorenylmethoxycarbonyl)-L-threonine pentafluorophenyl ester

: 168139-76-2
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl trichloroacetimidate

: N-(9-fluorenylmethjoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-6-O-benzoyl-2-deoxy-β-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

: 168139-79-5
N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1016/0008-6215(94)00364-L

Reference yield:

: 613-90-1
benzoyl cyanide

: 168139-79-5
N-(9-fluorenylmethoxycarbonyl)-O-<2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1<*>3)-4-O-acetyl-2-azido-6-O-benzoyl-2-deoxy-α-D-galactopyranosyl>-L-threonine pentafluorophenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 78 percent / triethylamine / acetonitrile / 2 h

2: 64 percent / boron trifluoride etherate / CH₂Cl₂; hexane / 3 h

3: 88 percent / pyridine / 18 h / Ambient temperature

4: TBAF / tetrahydrofuran; acetic acid / 6 h

5: 50 percent / K₂CO₃ / CH₂Cl₂ / 6 h

6: 68 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; potassium carbonate; triethylamine; In tetrahydrofuran; hexane; dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/0008-6215(94)00364-L