((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine

Base Information

• Chemical Name: ((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine
• CAS No.: 312729-27-4
• Molecular Formula: C₂₀H₃₅NOSi
• Molecular Weight: 333.589
• Mol file: 312729-27-4.mol

Synonyms:((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine

Chemical Property of ((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine

There total 1 articles about ((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine 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:

(R)-1-phenyl-ethyl-amine (3886-69-9) → ((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine (312729-27-4)

Guidance literature:

Multi-step reaction with 2 steps

1: DBU / diethyl ether / 1 h / 0 °C

2: diethyl ether / 6 h / 0 - 25 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; 1: silylation / 2: Addition;

DOI:10.1016/S0040-4039(00)01316-2

Reference yield: 98.0%

Hexanoyl chloride (142-61-0) + ((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine (312729-27-4) → Hexanoic acid ((R)-1-phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amide (312729-28-5)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(00)01316-2

Reference yield:

((R)-1-Phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amine (312729-27-4) → 2-[2-((2R,3S)-2-Benzyloxycarbonylamino-3-hydroxy-butyryloxy)-1-triisopropylsilanyloxy-propyl]-hexanoic acid

Guidance literature:

Multi-step reaction with 7 steps

1.1: 98 percent / Et₃N / CH₂Cl₂ / 0 °C

2.1: LHMDS / toluene / -78 °C

2.2: toluene / 6 h / 120 °C

2.3: 78 percent / I₂; N,N-dimethyl-p-nitroaniline / 1,2-dimethoxy-ethane; H₂O / 72 h / 25 °C

3.1: 91 percent / Bu₃SnH / benzene / reflux

4.1: CsOH / 2-methyl-propan-2-ol; H₂O / 0 °C

4.2: 40 percent / pyridine / diethyl ether / 24 h / 0 °C

5.1: 100 percent / DEAD; Ph₃P / benzene / 24 h / 25 °C

6.1: 95 percent / 6N HCl / ethanol / 24 h / 25 °C

7.1: 85 percent / Ph₃P; Et₃N; HCOOH / Pd(OAc)2 / dioxane / 1 h / 100 °C

With hydrogenchloride; cesium hydroxide; formic acid; tri-n-butyl-tin hydride; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium diacetate; In 1,4-dioxane; ethanol; dichloromethane; water; toluene; tert-butyl alcohol; benzene; 1.1: Acylation / 2.1: Metallation / 2.2: Rearrangement / 2.3: Iodination / 3.1: Reduction / 4.1: Hydrolysis / 4.2: Esterification / 5.1: Acylation / 6.1: Hydrolysis / 7.1: desallylation;

DOI:10.1016/S0040-4039(00)01316-2

upstream raw materials:

(R)-1-phenyl-ethyl-amine

Downstream raw materials:

Hexanoic acid ((R)-1-phenyl-ethyl)-((E)-3-triisopropylsilanyloxy-allyl)-amide