N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside

Base Information

Chemical Name:N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside
CAS No.:173382-57-5
Molecular Formula:C₂₅H₂₈N₂O₅S
Molecular Weight:468.574
Hs Code.:

Synonyms:N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside

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Chemical Property of N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside

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Technology Process of N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside

There total 2 articles about N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside 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: 86.0%

: 3034-53-5,215777-74-5
2-bromo-1,3-thiazole

: 162740-21-8,191997-36-1
(Z)-N-benzyl-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranos-5-ylidene)amine N-oxide

: 173382-58-6
N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-α-D-gluco-1,4-pentofuranoside

: 173382-57-5
N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside

Guidance literature:: With n-butyllithium; diethylaluminium chloride; In diethyl ether; hexane; Yields of byproduct given; 1.) -78 deg C, 15 min, 2.) -80 deg C, 30 min;

Reference yield: 81.0%

: 3034-53-5,215777-74-5
2-bromo-1,3-thiazole

: 162740-21-8,191997-36-1
(Z)-N-benzyl-(3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranos-5-ylidene)amine N-oxide

: 173382-58-6
N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-α-D-gluco-1,4-pentofuranoside

: 173382-57-5
N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside

Guidance literature:: In tetrahydrofuran; diethyl ether; hexane; Yields of byproduct given; 1.) -78 deg C, 15 min, 2.) -80 deg C, 15 min;

Reference yield:

: 173382-57-5
N-Benzyl-3-O-benzyl-5-deoxy-5-(hydroxyamino)-1,2-O-isopropylidene-5-(2-thiazolyl)-β-L-ido-1,4-pentofuranoside

: 3-O-Benzyl-5-(tert-butoxycarbonylamino)-5-deoxy-1,2-O-isopropylidene-β-L-ido-hexodialdo-1,4-furanose

Guidance literature:: Multi-step reaction with 3 steps

1: 20percent aq. TiCl₃ / methanol / 0.25 h / Ambient temperature

2: dioxane / 12 h / Ambient temperature

With titanium(III) chloride; In 1,4-dioxane; methanol;