N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol

Base Information

• Chemical Name: N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol
• CAS No.: 143539-87-1
• Molecular Formula: C₁₆H₂₀N₂O₃S
• Molecular Weight: 320.412
• Mol file: 143539-87-1.mol

Synonyms:N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol

Chemical Property of N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol

There total 7 articles about N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol 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: 84.0%

2-lithiothiazole (40610-14-8) + N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) → N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol (143539-87-1)

Guidance literature:

With diethylaluminium chloride; In diethyl ether; at -80 ℃;

DOI:10.1016/S0040-4039(00)73938-4

Reference yield: 81.0%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) → N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-threo-triitol (143539-87-1) + N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol (143539-87-1)

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%

2-bromo-1,3-thiazole (3034-53-5,215777-74-5) + N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) → N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-threo-triitol (143539-87-1) + N-Benzyl-1-deoxy-1-(hydroxyamino)-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol (143539-87-1)

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;

upstream raw materials:

2-lithiothiazole

N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone

2-bromo-1,3-thiazole

Downstream raw materials:

((1R,2S)-3-Benzyloxy-2-hydroxy-1-thiazol-2-yl-propyl)-carbamic acid tert-butyl ester

(4R,5S)-5-Benzyloxymethyl-4-thiazol-2-yl-oxazolidin-2-one

1-(Benzyloxycarbonylamino)-1-deoxy-2,3-O-isopropylidene-1-(2-thiazolyl)-D-erythro-triitol

1-(Benzyloxycarbonylamino)-1-deoxy-2,3-O-isopropylidene-1-(2-thiazolyl)-D-threo-triitol