2(S)-(ethyleneimino)-2-oxo-3<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane

Base Information

• Chemical Name: 2(S)-(ethyleneimino)-2-oxo-3<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane
• CAS No.: 72578-60-0
• Molecular Formula: C₁₃H₁₉N₂O₂P
• Molecular Weight: 266.28

Synonyms:2(S)-(ethyleneimino)-2-oxo-3<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane

Chemical Property of 2(S)-(ethyleneimino)-2-oxo-3<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane

Chemical Property:

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Technology Process of 2(S)-(ethyleneimino)-2-oxo-3<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane

There total 1 articles about 2(S)-(ethyleneimino)-2-oxo-3<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane 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:

ethyleneimine (151-56-4,9002-98-6) + N-<(S)-α-methylbenzyl>-3-aminopropan-1-ol (59198-54-8) → (R)-2-aziridin-1-yl-3-((R)-1-phenyl-ethyl)-[1,3,2]oxazaphosphinane 2-oxide (72578-61-1) + (S)-2-aziridin-1-yl-3-((R)-1-phenyl-ethyl)-[1,3,2]oxazaphosphinane 2-oxide (72578-60-0,72578-61-1,72578-64-4,88314-67-4,88314-68-5)

Guidance literature:

Multistep reaction; (i) POCl₃, Et₃N, CH₂Cl₂, (ii) /BRN= 102380/;

DOI:10.1021/ja00520a015

Reference yield: 50.0%

2(S)-(ethyleneimino)-2-oxo-3<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane (72578-60-0) → 2(S)-fluoro-2-oxo-3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane (95999-19-2)

Guidance literature:

With (HF)x*pyridine; In tetrahydrofuran; at 5 ℃; for 0.5h;

DOI:10.1021/jo00211a005

Reference yield:

(S)-2-aziridin-1-yl-3-((R)-1-phenyl-ethyl)-[1,3,2]oxazaphosphinane 2-oxide (72578-60-0,72578-61-1,72578-64-4,88314-67-4,88314-68-5) → (2-chloro-ethyl)-[(S)-2-oxo-3-((S)-1-phenyl-ethyl)-2λ5-[1,3,2]oxazaphosphinan-2-yl]-amine (72578-65-5)

Guidance literature:

With hydrogenchloride; In diethyl ether;

DOI:10.1021/ja00520a015

upstream raw materials:

ethyleneimine

N-<(S)-α-methylbenzyl>-3-aminopropan-1-ol

Downstream raw materials:

2(S)-fluoro-2-oxo-3-<(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane

2(R)-fluoro-2-oxo-3-<3(S)-α-methylbenzyl>-1,3,2-oxazaphosphorinane

(2-chloro-ethyl)-[(S)-2-oxo-3-((S)-1-phenyl-ethyl)-2λ⁵-[1,3,2]oxazaphosphinan-2-yl]-amine

(2-chloro-ethyl)-[(R)-2-oxo-3-((S)-1-phenyl-ethyl)-2λ⁵-[1,3,2]oxazaphosphinan-2-yl]-amine

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