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

Base Information

Chemical Name:dibenzyl (1R,2S)-2-[N-(benzyloxy),N-(tert-butoxycarbonyl)aminomethyl]cyclopropylphosphonate
CAS No.:887232-72-6
Molecular Formula:C₃₀H₃₆NO₆P
Molecular Weight:537.593
Hs Code.:

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

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

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

There total 5 articles about dibenzyl (1R,2S)-2-[N-(benzyloxy),N-(tert-butoxycarbonyl)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: 96.0%

: 887232-71-5
dibenzyl (1R,2S)-2-(p-toluenesulfonyloxymethyl)cyclopropylphosphonate

: 79722-21-7
tert-butyl N-(benzyloxy)carbamate

: 887232-72-6
dibenzyl (1R,2S)-2-[N-(benzyloxy),N-(tert-butoxycarbonyl)aminomethyl]cyclopropylphosphonate

Guidance literature:: tert-butyl N-(benzyloxy)carbamate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

dibenzyl (1R,2S)-2-(p-toluenesulfonyloxymethyl)cyclopropylphosphonate; In N,N-dimethyl-formamide; at 50 ℃; for 3h;
DOI:10.1021/jm051177c

Reference yield:

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

: 887232-72-6
dibenzyl (1R,2S)-2-[N-(benzyloxy),N-(tert-butoxycarbonyl)aminomethyl]cyclopropylphosphonate

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

: 887232-72-6
dibenzyl (1R,2S)-2-[N-(benzyloxy),N-(tert-butoxycarbonyl)aminomethyl]cyclopropylphosphonate

Guidance literature:: Multi-step reaction with 2 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

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