dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate

Base Information

Chemical Name:dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate
CAS No.:887232-74-8
Molecular Formula:C₂₇H₃₀NO₅P
Molecular Weight:479.513
Hs Code.:

Synonyms:dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate

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Chemical Property of dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate

Chemical Property:

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Technology Process of dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate

There total 7 articles about dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate 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: 90.0%

: 887232-73-7
dibenzyl (1R,2S)-2-[N-(benzyloxy)aminomethyl]cyclopropylphosphonate

: 108-24-7
acetic anhydride

: 887232-74-8
dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1021/jm051177c

Reference yield:

: 887232-69-1
dibenzyl (3R)-3,4-epoxybutanephosphonate

: 887232-74-8
dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.25 h / -78 °C

1.2: 39 percent / BF₃*OEt₂ / hexane; tetrahydrofuran / 0.25 h / -78 °C

2.1: 85 percent / Et₃N; Me₃N*HCl / CH₂Cl₂ / 1 h / 0 °C

3.1: NaH / dimethylformamide / 0.5 h / 20 °C

3.2: 96 percent / dimethylformamide / 3 h / 50 °C

4.1: 92 percent / TFA / CH₂Cl₂ / 0.75 h / 0 °C

5.1: 90 percent / pyridine / 20 °C

With pyridine; n-butyllithium; trimethylamine hydrochloride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm051177c

Reference yield:

: 887232-70-4
dibenzyl (1R,2S)-2-(hydroxymethyl)cyclopropylphosphonate

: 887232-74-8
dibenzyl (1R,2S)-2-[N-acetyl,N-(benzyloxy)aminomethyl]cyclopropylphosphonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 85 percent / Et₃N; Me₃N*HCl / CH₂Cl₂ / 1 h / 0 °C

2.1: NaH / dimethylformamide / 0.5 h / 20 °C

2.2: 96 percent / dimethylformamide / 3 h / 50 °C

3.1: 92 percent / TFA / CH₂Cl₂ / 0.75 h / 0 °C

4.1: 90 percent / pyridine / 20 °C

With pyridine; trimethylamine hydrochloride; sodium hydride; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm051177c