erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole

Base Information

• Chemical Name: erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole
• CAS No.: 104808-71-1
• Molecular Formula: C₁₃H₁₃Cl₃INO₂
• Molecular Weight: 448.515
• Mol file: 104808-71-1.mol

Synonyms:erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole

Chemical Property of erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole

There total 3 articles about erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole 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: 100.0%

(Z)-1-benzyloxy-4-trichloroacetimidoxybut-2-ene (97186-53-3) → erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole (104808-71-1)

Guidance literature:

With N-iodo-succinimide; In chloroform; for 6h; Ambient temperature;

Reference yield: 18.0%

1-(1-imino-2,2,2-trichloroethoxy)-4-benzyloxy-2(E)-butene (104808-53-9) → erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole (104808-71-1) + trans-5-iodo-4-<(benzyloxy)methyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazine (104808-70-0)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; for 12h;

DOI:10.1021/jo00375a027

Reference yield:

(Z)-4-benzyloxy-but-2-en-1-ol (81028-03-7) → erythro-4-<2-(benzyloxy)-1-iodoethyl>-2-(trichloromethyl)-4,5-dihydro-1,3-oxazole (104808-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaH / tetrahydrofuran / 1.5 h / Ambient temperature

2: 100 percent / N-iodosuccinimide / CHCl₃ / 6 h / Ambient temperature

With N-iodo-succinimide; sodium hydride; In tetrahydrofuran; chloroform;

upstream raw materials:

(Z)-1-benzyloxy-4-trichloroacetimidoxybut-2-ene

1-(1-imino-2,2,2-trichloroethoxy)-4-benzyloxy-2(E)-butene

(Z)-4-benzyloxy-but-2-en-1-ol

Downstream raw materials:

erythro-2-amino-4-benzyloxybutane-1,3-diol hydrochloride

erythro-2-acetamido-1,3-diacetoxy-4-benzyloxybutane

cis-5-benzyloxymethyl-4-hydroxymethyl-2-trichloromethyl-4,5-dihydro-oxazole

cis-2-benzyloxymethyl-3-hydroxymethyl-aziridine