(1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester
• CAS No.: 761402-01-1
• Molecular Formula: C₂₉H₃₈N₂O₃Si
• Molecular Weight: 490.718
• Mol file: 761402-01-1.mol

Synonyms:(1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester

Chemical Property of (1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester

There total 7 articles about (1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester 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: 93.0%

2-((tert-butyloxycarbonyl)amino)-4-pentenoic acid (119479-32-2) + Allyl-[(E)-3-(methyl-diphenyl-silanyl)-allyl]-amine (761401-97-2) → (1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester (761402-01-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1016/j.tet.2004.05.115

Reference yield: 77.0%

(1-chlorocarbonyl-but-3-enyl)-carbamic acid tert-butyl ester + Allyl-[(E)-3-(methyl-diphenyl-silanyl)-allyl]-amine (761401-97-2) → (1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester (761402-01-1)

Guidance literature:

With triethylamine; In dichloromethane; at 25 ℃;

DOI:10.1016/j.tet.2004.05.115

Reference yield:

chloromethyldiphenylsilane (144-79-6) → (1-{allyl-[3-(methyl-diphenyl-silanyl)-allyl]-carbamoyl}-but-3-enyl)-carbamic acid tert-butyl ester (761402-01-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: MeMgBr / diethyl ether; tetrahydrofuran / 0 - 4 °C

1.2: 95 percent / diethyl ether; tetrahydrofuran / 2 h / 40 °C

2.1: 99 percent / Red-Al(R) / diethyl ether; toluene / 2 h / 0 - 20 °C

3.1: 85 percent / MnO₂ / CH₂Cl₂ / 3 h / Heating

4.1: methanol / 2 h / 20 °C

5.1: NaBH₄ / methanol / 18 h / 20 °C

6.1: 93 percent / dicyclohexylcarbodiimide; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 3 h / 20 °C

With dmap; manganese(IV) oxide; sodium tetrahydroborate; methylmagnesium bromide; dicyclohexyl-carbodiimide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene;

DOI:10.1016/j.tet.2004.05.115

upstream raw materials:

2-((tert-butyloxycarbonyl)amino)-4-pentenoic acid

Allyl-[(E)-3-(methyl-diphenyl-silanyl)-allyl]-amine

chloromethyldiphenylsilane

3E-(methyldiphenylsilyl)-2-propen-1-ol

Downstream raw materials:

{1-[3-(methyl-diphenyl-silanyl)-allyl]-2-oxo-2,3,4,7-tetrahydro-1H-azepin-3-yl}-carbamic acid tert-butyl ester