N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside

Base Information

Chemical Name:N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside
CAS No.:147455-50-3
Molecular Formula:C₂₂H₂₈N₂O₆S
Molecular Weight:448.54
Hs Code.:

Synonyms:N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside

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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 N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside

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Technology Process of N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside

There total 1 articles about N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside 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: 82.0%

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

: 191997-37-2,147455-48-9
(Z)-N-benzyl-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-ylidene)amine N-oxide

: 147455-50-3
N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside

: 147455-49-0
N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-β-L-glycero-D-galacto-1,5-hexopyranoside

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

Reference yield:

: 147455-50-3
N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside

: 6-Acetamido-N-benzyl-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose

Guidance literature:: Multi-step reaction with 4 steps

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

2: pyridine, DMAP / 12 h / Ambient temperature

3: 91 percent / NaH / dimethylformamide

With pyridine; dmap; titanium(III) chloride; sodium hydride; In methanol; N,N-dimethyl-formamide;

Reference yield:

: 147455-50-3
N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-α-D-glycero-D-galacto-1,5-hexopyranoside

: 147455-55-8
6-Acetamido-N-benzyl-6-deoxy-1,2:3,4-di-O-isopropylidene-6-(2-thiazolyl)-β-L-glycero-D-galacto-1,5-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

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

2: pyridine, DMAP / 12 h / Ambient temperature

3: 91 percent / NaH / dimethylformamide

With pyridine; dmap; titanium(III) chloride; sodium hydride; In methanol; N,N-dimethyl-formamide;