1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-(2,2,2-trichloro-1-iminoethoxy)-2-butenyl>carbamate

Base Information

• Chemical Name: 1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-(2,2,2-trichloro-1-iminoethoxy)-2-butenyl>carbamate
• CAS No.: 146136-19-8
• Molecular Formula: C₁₈H₂₉Cl₃N₂O₃
• Molecular Weight: 427.799
• Mol file: 146136-19-8.mol

Synonyms:

Chemical Property of 1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-(2,2,2-trichloro-1-iminoethoxy)-2-butenyl>carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-(2,2,2-trichloro-1-iminoethoxy)-2-butenyl>carbamate

There total 2 articles about 1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-(2,2,2-trichloro-1-iminoethoxy)-2-butenyl>carbamate 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:

ethyl -5-cyclohexyl-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2-pentenoate (114371-49-2) → 1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-(2,2,2-trichloro-1-iminoethoxy)-2-butenyl>carbamate (146136-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) BF₃*Et₂O, 2) DIBAL / 1) CH₂Cl₂, -78 degC, 30 min, 2) toluene, -78 deg C, 45 min

2: 1) NaH / 1) THF, 0 deg C, 10 min, 2) 0 deg C, 30 min

With boron trifluoride diethyl etherate; sodium hydride; diisobutylaluminium hydride;

DOI:10.1021/jo00055a047

Reference yield:

1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-hydroxy-2-butenyl>carbamate (114371-50-5) + trichloroacetonitrile (545-06-2) → 1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-(2,2,2-trichloro-1-iminoethoxy)-2-butenyl>carbamate (146136-19-8)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) THF, 0 deg C, 10 min, 2) 0 deg C, 30 min;

DOI:10.1021/jo00055a047

Reference yield: 45.0%

1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-(2,2,2-trichloro-1-iminoethoxy)-2-butenyl>carbamate (146136-19-8) → 1,1-dimethylethyl -<1-(cyclohexylmethyl)-2-<(trichloroacetyl)amino>-3-butenyl>carbamate (146136-21-2)

Guidance literature:

palladium diacetate; In tetrahydrofuran; for 4h; Mechanism; Ambient temperature; other solvent; other catalysts; stereoselectivity;

DOI:10.1021/jo00055a047

upstream raw materials:

1,1-dimethylethyl -<1-(cyclohexylmethyl)-4-hydroxy-2-butenyl>carbamate

trichloroacetonitrile

ethyl -5-cyclohexyl-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2-pentenoate

Downstream raw materials:

1,1-dimethylethyl -<1-(cyclohexylmethyl)-2-<(trichloroacetyl)amino>-3-butenyl>carbamate