benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine

Base Information

• Chemical Name: benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine
• CAS No.: 846576-83-8
• Molecular Formula: C₂₃H₃₉NOSi
• Molecular Weight: 373.654
• Mol file: 846576-83-8.mol

Synonyms:benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine

Chemical Property of benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine

There total 4 articles about benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine 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%

tert-butyldimethylsilyl chloride (18162-48-6) + 1-[1-(benzylaminomethyl)cyclohexyl]-2-propen-1-ol (846577-09-1) → benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine (846576-83-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 22h;

DOI:10.1021/ja043278q

Reference yield:

cyclohexane carbonitrile (766-05-2) → benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine (846576-83-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / 1 h / -78 °C

1.2: 42 percent / tetrahydrofuran / 20 °C

2.1: 68 percent / LiAlH₄ / diethyl ether / 20 °C

3.1: methanol / 2 h / 20 °C

3.2: 71 percent / NaBH₄ / methanol

4.1: 84 percent / Et₃N; DMAP / CH₂Cl₂ / 22 h / 20 °C

With dmap; lithium aluminium tetrahydride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

DOI:10.1021/ja043278q

Reference yield:

1-(1-hydroxy-2-propenyl)cyclohexanecarbonitrile (846577-07-9) → benzyl[1-(tert-butyldimethylsilyloxy-2-propenyl)]cyclohexylamine (846576-83-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / LiAlH₄ / diethyl ether / 20 °C

2.1: methanol / 2 h / 20 °C

2.2: 71 percent / NaBH₄ / methanol

3.1: 84 percent / Et₃N; DMAP / CH₂Cl₂ / 22 h / 20 °C

With dmap; lithium aluminium tetrahydride; triethylamine; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/ja043278q

upstream raw materials:

tert-butyldimethylsilyl chloride

1-[1-(benzylaminomethyl)cyclohexyl]-2-propen-1-ol

cyclohexane carbonitrile

1-(1-hydroxy-2-propenyl)cyclohexanecarbonitrile