N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide

Base Information

• Chemical Name: N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide
• CAS No.: 229648-90-2
• Molecular Formula: C₁₇H₁₈INO₃
• Molecular Weight: 411.239
• Mol file: 229648-90-2.mol

Synonyms:N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide

Chemical Property of N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide

There total 3 articles about N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide 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:

benzoyl chloride (98-88-4) + (2R,3S,4S)-4-Amino-3-iodo-4-phenyl-butane-1,2-diol → N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide (229648-90-2)

Guidance literature:

With sodium hydrogencarbonate; In methanol; at 0 ℃; Yield given;

DOI:10.1016/S0040-4039(99)00577-8

Reference yield:

(2S,3E)-4-phenylbut-3-ene-1,2-diol (229648-88-8) → N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide (229648-90-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) DBU, 2.) IBr, K₂CO₃ / 1.) CH₃CN, -30 deg C, 2.) CH₃CN, -30 to -10 deg C

2: 6N HCl / methanol / Ambient temperature

3: NaHCO₃ / methanol / 0 °C

With hydrogenchloride; iodine(I) bromide; sodium hydrogencarbonate; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol;

DOI:10.1016/S0040-4039(99)00577-8

Reference yield:

2,2,2-Trichloro-acetimidic acid (4S,5S,6R)-5-iodo-4-phenyl-2-trichloromethyl-5,6-dihydro-4H-[1,3]oxazin-6-ylmethyl ester (229648-89-9) → N-((1S,2S,3R)-3,4-Dihydroxy-2-iodo-1-phenyl-butyl)-benzamide (229648-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 6N HCl / methanol / Ambient temperature

2: NaHCO₃ / methanol / 0 °C

With hydrogenchloride; sodium hydrogencarbonate; In methanol;

DOI:10.1016/S0040-4039(99)00577-8

upstream raw materials:

benzoyl chloride

(2S,3E)-4-phenylbut-3-ene-1,2-diol

2,2,2-Trichloro-acetimidic acid (4S,5S,6R)-5-iodo-4-phenyl-2-trichloromethyl-5,6-dihydro-4H-[1,3]oxazin-6-ylmethyl ester

Downstream raw materials:

(4R,5R)-2,4-Diphenyl-4,5-dihydro-oxazole-5-carboxylic acid methyl ester

methyl (2R,3S)-3-benzoylamino-2-hydroxy-3-phenylpropanoate

(4S,5R)-2,4-diphenyl-4,5-dihydrooxazole-5-carboxylic acid