Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-amine

Base Information

• Chemical Name: Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-amine
• CAS No.: 668994-33-0
• Molecular Formula: C₁₈H₂₅NO₂
• Molecular Weight: 287.402
• Mol file: 668994-33-0.mol

Synonyms:Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-amine

Chemical Property of Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-amine

There total 1 articles about Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-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: 93.0%

allyl bromide (106-95-6) + (3S,4S)-N-benzyl-4,5-O-isopropylidene-4,5-dihydroxypent-1-en-3-amine (181303-65-1) → Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-amine (668994-33-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2003.11.053

Reference yield: 97.0%

Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-amine (668994-33-0) → (S)-1-benzyl-2,5-dihydro-2-((S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1H-pyrrole (668994-35-2)

Guidance literature:

Grubbs' catalyst B; In dichloromethane; for 24h; Heating;

DOI:10.1016/j.tetlet.2003.11.053

Reference yield:

Allyl-benzyl-[(S)-1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-allyl]-amine (668994-33-0) → (2S,3S,4R)-1-Benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pyrrolidine-3,4-diol (668994-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / Grubbs' catalyst B / CH₂Cl₂ / 24 h / Heating

2: 85 percent / AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 24 h / 0 - 20 °C

With methanesulfonamide; AD-mix-β; Grubbs' catalyst B; In dichloromethane; water; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2003.11.053

upstream raw materials:

allyl bromide

(3S,4S)-N-benzyl-4,5-O-isopropylidene-4,5-dihydroxypent-1-en-3-amine

Downstream raw materials:

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

1,4-dideoxy-1,4-imino-D-mannitol hydrochloride

(2S,3S,4R)-1-Benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pyrrolidine-3,4-diol