(1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate

Base Information

• Chemical Name: (1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate
• CAS No.: 1451214-35-9
• Molecular Formula: C₂₄H₃₁NO₅
• Molecular Weight: 413.514

Synonyms:(1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate

Chemical Property of (1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate

There total 4 articles about (1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate 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: 76.7%

(1’R,2S)-1-(2’-benzyloxy-1’-phenylethyl)-2-(2-[1,3]dioxolan-2-ylethyl)aziridine (1451214-33-7) + acetic acid (64-19-7,77671-22-8) → (1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate (1451214-35-9)

Guidance literature:

In toluene; for 5h; regioselective reaction; Reflux;

DOI:10.3987/COM-12-S(N)26

Reference yield:

(R)-1-phenyl-2-(phenylmethoxy)ethylamine (162237-91-4) → (1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate (1451214-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / Molecular sieve

2.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / hexane; tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

3.1: toluene / 5 h / Reflux

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; toluene;

DOI:10.3987/COM-12-S(N)26

Reference yield:

3-([1,3]-dioxolan-2-yl)propanal (82962-18-3) → (1’R,2S)-2-(2’-benzyloxy-1’-phenylethylamino)-4-[1,3]dioxolan-2-ylbutyl acetate (1451214-35-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / Molecular sieve

2.1: n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / hexane; tetrahydrofuran / 0.33 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

3.1: toluene / 5 h / Reflux

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane; toluene;

DOI:10.3987/COM-12-S(N)26

upstream raw materials:

(1’R,2S)-1-(2’-benzyloxy-1’-phenylethyl)-2-(2-[1,3]dioxolan-2-ylethyl)aziridine

acetic acid

(R)-1-phenyl-2-(phenylmethoxy)ethylamine

3-([1,3]-dioxolan-2-yl)propanal

Downstream raw materials:

(S)-1-Pyrrolidin-2-yl-methanol

(1’R,2S)-[1-(2’-benzyloxy-1’-phenylethyl)pyrrolidin-2-yl]methanol

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