1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone

Base Information

Chemical Name:1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone
CAS No.:486407-82-3
Molecular Formula:C₂₃H₂₇NO₄
Molecular Weight:381.472
Hs Code.:

Synonyms:1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone

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Chemical Property of 1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone

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Technology Process of 1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone

There total 5 articles about 1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone 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:

: 108-24-7
acetic anhydride

: 315718-95-7
(2S,3R)-2-benzyloxymethyl-3-[3-(4-methoxybenzyloxy)-1(E)-propenyl]aziridine

: 486407-82-3
1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone

Guidance literature:: With triethylamine; dmap; In dichloromethane; at -78 ℃;
DOI:10.1021/ol006736i DOI:10.1021/jo0262053

Reference yield:

: 315718-84-4
(2R,3R)-3-amino-1-benzyloxy-6-(4-methoxybenzyloxy)-4(E)-hexen-2-ol

: 486407-82-3
1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone

Guidance literature:: Multi-step reaction with 2 steps

1: 4.6 mg / polymer-bound PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 26 h / Heating

2: Et₃N / DMAP / CH₂Cl₂ / -78 °C

With di-isopropyl azodicarboxylate; polymer-bound PPh₃; triethylamine; dmap; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;
DOI:10.1021/jo0262053

Reference yield:

: 315718-82-2
(2S,3S)-2-benzyloxymethyl-3-[3-(4-methoxybenzyloxy)-propenyl]-oxirane

: 486407-82-3
1-{(2S,3R)-2-Benzyloxymethyl-3-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-aziridin-1-yl}-ethanone

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / aq. NH₃ / 0.33 h / Heating

2: 4.6 mg / polymer-bound PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 26 h / Heating

3: Et₃N / DMAP / CH₂Cl₂ / -78 °C

With ammonium hydroxide; di-isopropyl azodicarboxylate; polymer-bound PPh₃; triethylamine; dmap; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;
DOI:10.1021/jo0262053