(S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine

Base Information

• Chemical Name: (S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine
• CAS No.: 211228-36-3
• Molecular Formula: C₁₉H₂₁NO₃
• Molecular Weight: 311.381
• Mol file: 211228-36-3.mol

Synonyms:(S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine

Chemical Property of (S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine

There total 4 articles about (S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine 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: 62.0%

benzyl chloroformate (501-53-1,94274-21-2) + (1S)-1-(4-methoxyphenyl)but-3-en-1-amine (188425-29-8) → (S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine (211228-36-3)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1039/a907186e

Reference yield:

(S)-O-(1-Phenylbutyl)-p-anisaldehyde oxime (197709-52-7) → (S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine (211228-36-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BF₃*Et₂O / toluene; diethyl ether / 0.25 h / -78 °C

1.2: 80 percent / toluene; diethyl ether / -78 °C

2.1: Zn; AcOH; H₂O / 50 °C / sonication

3.1: 62 percent / K₂CO₃ / tetrahydrofuran; H₂O / 1 h / 20 °C

With boron trifluoride diethyl etherate; water; potassium carbonate; acetic acid; zinc; In tetrahydrofuran; diethyl ether; water; toluene; 1.1: Complexation / 1.2: Addition / 2.1: Reduction / 3.1: Acylation;

DOI:10.1039/a907186e

Reference yield:

(S)-1-(4-Methoxyphenyl)-N-[(S)-1-phenylbutoxy]but-3-enylamine (211228-31-8) → (S)-(-)-N-Benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-enylamine (211228-36-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Zn; AcOH; H₂O / 50 °C / sonication

2: 62 percent / K₂CO₃ / tetrahydrofuran; H₂O / 1 h / 20 °C

With water; potassium carbonate; acetic acid; zinc; In tetrahydrofuran; water; 1: Reduction / 2: Acylation;

DOI:10.1039/a907186e

upstream raw materials:

benzyl chloroformate

(1S)-1-(4-methoxyphenyl)but-3-en-1-amine

(S)-O-(1-Phenylbutyl)-p-anisaldehyde oxime

(S)-1-(4-Methoxyphenyl)-N-[(S)-1-phenylbutoxy]but-3-enylamine

Downstream raw materials:

(S)-N-allyl-N-benzyloxycarbonyl-1-(4-methoxyphenyl)but-3-en-1-ylamine

(S)-1-benzyloxycarbonyl-2-(4-methoxyphenyl)-1,2,3,6-tetrahydropyridine

(S)-2-(4'-methoxyphenyl)piperidine