Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine

Base Information

• Chemical Name: Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine
• CAS No.: 915375-01-8
• Molecular Formula: C₂₁H₃₁NO₄
• Molecular Weight: 361.481
• Mol file: 915375-01-8.mol

Synonyms:Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine

Chemical Property of Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine

There total 3 articles about Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-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: 61.0%

Benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine (915374-99-1) → Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine (915375-01-8)

Guidance literature:

With quinoline; hydrogen; Lindlar's catalyst; In ethyl acetate; at 20 ℃; for 20h;

DOI:10.1016/j.tetasy.2006.07.008

Reference yield:

(2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine (100777-91-1) → Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine (915375-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ZnMe₂ / toluene / 0.5 h / 20 °C

1.2: toluene / 20 - 50 °C

2.1: 61 percent / quinoline; hydrogen / Lindlar catalyst / ethyl acetate / 20 h / 20 °C

With quinoline; hydrogen; dimethyl zinc(II); Lindlar's catalyst; In ethyl acetate; toluene;

DOI:10.1016/j.tetasy.2006.07.008

Reference yield:

3-(tetrahydropyran-2'-yloxy)propyne (6089-04-9) → Benzyl-[(Z)-(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-enyl]-amine (915375-01-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ZnMe₂ / toluene / 0.5 h / 20 °C

1.2: toluene / 20 - 50 °C

2.1: 61 percent / quinoline; hydrogen / Lindlar catalyst / ethyl acetate / 20 h / 20 °C

With quinoline; hydrogen; dimethyl zinc(II); Lindlar's catalyst; In ethyl acetate; toluene;

DOI:10.1016/j.tetasy.2006.07.008

upstream raw materials:

Benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(tetrahydro-pyran-2-yloxy)-but-2-ynyl]-amine

(2S)-2,3-O-isopropylideneglyceraldehyde N-benzylimine

3-(tetrahydropyran-2'-yloxy)propyne

Downstream raw materials:

(S,Z)-4-(benzylamino)-4-((S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)but-2-en-1-ol

(S)-1-benzyl-2,5-dihydro-2-((S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1H-pyrrole