(-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol

Base Information

• Chemical Name: (-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol
• CAS No.: 153225-91-3
• Molecular Formula: C₂₁H₂₇NO₄
• Molecular Weight: 357.45
• Mol file: 153225-91-3.mol

Synonyms:(-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol

Chemical Property of (-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol

There total 4 articles about (-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol 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: 96.0%

(-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-(α)-<(1,1-dimethylethyl)dimethylsilyloxy>-4-(2-propenyloxy)benzenemethane (153225-90-2) → (-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol (153225-91-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1016/S0957-4166(00)80062-2

Reference yield:

4-(2-propenyloxy)benzaldehyde (40663-68-1) → (-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol (153225-91-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / (S,S)-cyclo(phenylalanylhistidyl) / toluene / 36 h / -15 °C

2: 97 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

3: 1.) DIBAL; NH₄Br, 3.) NaBH₄ / 1.) toluene, ether, -70 deg C, 3 h; MeOH, -60 to -70 deg C, 10 min, 2.) toluene, MeOH, -70 deg C to room temp., 40 min, 3.) toluene, MeOH, 0 deg C to room temp., overnight

4: 96 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With 1H-imidazole; sodium tetrahydroborate; lithium aluminium tetrahydride; (S,S)-cyclo(phenylalanylhistidyl); diisobutylaluminium hydride; ammonium bromide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4020(01)85686-6

Reference yield:

(R)-2-<(1,1-dimethylethyl)dimethylsilyloxy>-2-<4-(2-propenyloxy)phenyl>acetonitrile (153225-89-9) → (-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol (153225-91-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) DIBAL; NH₄Br, 3.) NaBH₄ / 1.) toluene, ether, -70 deg C, 3 h; MeOH, -60 to -70 deg C, 10 min, 2.) toluene, MeOH, -70 deg C to room temp., 40 min, 3.) toluene, MeOH, 0 deg C to room temp., overnight

2: 96 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; diisobutylaluminium hydride; ammonium bromide; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)85686-6

upstream raw materials:

(-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-(α)-<(1,1-dimethylethyl)dimethylsilyloxy>-4-(2-propenyloxy)benzenemethane

4-(2-propenyloxy)benzaldehyde

2-hydroxy-2-<4-(2-propenyloxy)phenyl>acetonitrile

(R)-2-<(1,1-dimethylethyl)dimethylsilyloxy>-2-<4-(2-propenyloxy)phenyl>acetonitrile

Downstream raw materials:

denopamine