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

Base Information

Chemical Name:(1S,1’R)-1-[(2’-benzyloxy-1’-phenylethylamino)methyl]-3-[1,3]dioxolan-2-ylpropyl acetate
CAS No.:1451214-37-1
Molecular Formula:C₂₄H₃₁NO₅
Molecular Weight:413.514
Hs Code.:

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

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

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

There total 4 articles about (1S,1’R)-1-[(2’-benzyloxy-1’-phenylethylamino)methyl]-3-[1,3]dioxolan-2-ylpropyl 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: 70.6%

: 1451214-33-7
(1’R,2S)-1-(2’-benzyloxy-1’-phenylethyl)-2-(2-[1,3]dioxolan-2-ylethyl)aziridine

: 75-36-5
acetyl chloride

: 1451214-37-1
(1S,1’R)-1-[(2’-benzyloxy-1’-phenylethylamino)methyl]-3-[1,3]dioxolan-2-ylpropyl acetate

Guidance literature:: (1’R,2S)-1-(2’-benzyloxy-1’-phenylethyl)-2-(2-[1,3]dioxolan-2-ylethyl)aziridine; acetyl chloride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

With water; In tetrahydrofuran; at 20 ℃; for 0.333333h; regioselective reaction; Inert atmosphere;
DOI:10.3987/COM-12-S(N)26

Reference yield:

: C₂₁H₂₅NO₃

: 1451214-37-1
(1S,1’R)-1-[(2’-benzyloxy-1’-phenylethylamino)methyl]-3-[1,3]dioxolan-2-ylpropyl acetate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 0.33 h / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane;
DOI:10.3987/COM-12-S(N)26

Reference yield:

: 162237-91-4
(R)-1-phenyl-2-(phenylmethoxy)ethylamine

: 1451214-37-1
(1S,1’R)-1-[(2’-benzyloxy-1’-phenylethylamino)methyl]-3-[1,3]dioxolan-2-ylpropyl acetate

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: tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

3.2: 0.33 h / 20 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.3987/COM-12-S(N)26