(+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine

Base Information

• Chemical Name: (+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine
• CAS No.: 620622-41-5
• Molecular Formula: C₁₈H₂₂N₂
• Molecular Weight: 266.386
• Mol file: 620622-41-5.mol

Synonyms:(+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine

Chemical Property of (+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine

There total 6 articles about (+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine 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:

(S)-1,3-dibenzyl-4-vinylimidazolidine (620622-40-4) → (+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine (620622-41-5)

Guidance literature:

With hydrogenchloride; hydroxylamine hydrochloride; at 60 ℃; for 1h;

DOI:10.1021/ja037450m

Reference yield:

1-benzylamino-3-buten-2-ol (125582-80-1) → (+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine (620622-41-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 62 percent / Ph₃PBr₂; diisopropylethylamine / acetonitrile / 18 h / 20 °C

2: (η3-C3H5PdCl)2; (R,R)-Trost ligand; AcOH / CH2Cl2 / 18 h / 20 °C

3: LiAlH₄ / diethyl ether / 20 h / Heating

4: 214 mg / H₂NOH*HCl; aq. HCl / 1 h / 60 °C

With hydrogenchloride; lithium aluminium tetrahydride; bis(η3-allyl-μ-chloropalladium(II)); hydroxylamine hydrochloride; acetic acid; triphenylphosphine dibromide 1:1 addition complex; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/ja037450m

Reference yield:

benzaldehyde (100-52-7) → (+)-(S)-N,N-dibenzyl-but-3-ene-1,2-diamine (620622-41-5)

Guidance literature:

Multi-step reaction with 6 steps

1: methanol / 1.5 h / 20 °C

2: 15.15 g / NaBH₄ / methanol / 3 h / 20 °C

3: 62 percent / Ph₃PBr₂; diisopropylethylamine / acetonitrile / 18 h / 20 °C

4: (η3-C3H5PdCl)2; (R,R)-Trost ligand; AcOH / CH2Cl2 / 18 h / 20 °C

5: LiAlH₄ / diethyl ether / 20 h / Heating

6: 214 mg / H₂NOH*HCl; aq. HCl / 1 h / 60 °C

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; bis(η3-allyl-μ-chloropalladium(II)); hydroxylamine hydrochloride; acetic acid; triphenylphosphine dibromide 1:1 addition complex; (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; N-ethyl-N,N-diisopropylamine; In methanol; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1021/ja037450m

upstream raw materials:

(S)-1,3-dibenzyl-4-vinylimidazolidine

1-benzylamino-3-buten-2-ol

benzaldehyde

1-benzyl-2-vinylaziridine