(2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine

Base Information

• Chemical Name: (2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine
• CAS No.: 1217596-59-2
• Molecular Formula: C₂₂H₃₃NO₂
• Molecular Weight: 343.51
• Mol file: 1217596-59-2.mol

Synonyms:(2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine

Chemical Property of (2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine

There total 1 articles about (2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-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: 63.0%

(R)-2-phenylbut-3-en-1-amine (1217596-54-7) + 2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)acetaldehyde (1217596-58-1) → (2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine (1217596-59-2)

Guidance literature:

With sodium cyanoborohydride; In methanol; at 20 ℃; for 22h; Molecular sieve;

Reference yield: 81.0%

(2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine (1217596-59-2) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl (3aS,7R,7aS)-7a-cinnamyl-7-methyloctahydro-1H-indole-1-carboxylate

Guidance literature:

(2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine; With morpholine; dimedone; trifluoroacetic acid; at 120 ℃; for 0.5h;

benzyl chloroformate; With sodium carbonate; In water; at 20 ℃; for 24h;

Reference yield:

(2R)-N-(2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)ethyl)-2-phenylbut-3-en-1-amine (1217596-59-2) → benzyl (3aS,7R,7aS)-7a-cinnamyl-7-methyloctahydro-1H-indole-1-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid; morpholine; dimedone / 0.5 h / 120 °C / Inert atmosphere

2: sodium carbonate / chloroform; water / 24 h / 22 °C / Inert atmosphere

With morpholine; sodium carbonate; dimedone; trifluoroacetic acid; In chloroform; water;

DOI:10.1021/jo4018099

upstream raw materials:

(R)-2-phenylbut-3-en-1-amine

2-(11-methyl-1,5-dioxaspiro[5.5]undecan-7-yl)acetaldehyde