(2R,3S)-ethyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)propanoate

Base Information

Chemical Name:(2R,3S)-ethyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)propanoate
CAS No.:957625-94-4
Molecular Formula:C₂₀H₂₀N₂O₉
Molecular Weight:432.387
Hs Code.:

Synonyms:(2R,3S)-ethyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)propanoate

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Chemical Property of (2R,3S)-ethyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)propanoate

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Technology Process of (2R,3S)-ethyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)propanoate

There total 2 articles about (2R,3S)-ethyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)propanoate 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: 72.0%

: 621-84-1
O-benzyl carbamate

: 94527-27-2
(E)-ethyl 3-(6-nitrobenzo[d][1,3]dioxol-5-yl)acrylate

: 957625-94-4
(2R,3S)-ethyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)propanoate

Guidance literature:: O-benzyl carbamate; With tert-butylhypochlorite; hydroquinidein 1,4-phthalazinediyl diether; sodium hydroxide; In propan-1-ol; at 0 ℃; Inert atmosphere;

(E)-ethyl 3-(6-nitrobenzo[d][1,3]dioxol-5-yl)acrylate; With potassium osmate(VI) dihydrate; In propan-1-ol; Inert atmosphere;
DOI:10.1002/ejoc.201300409

Reference yield:

: 712-97-0
6-nitro-1,3-benzodioxole-5-carbaldehyde

: 957625-94-4
(2R,3S)-ethyl 3-(benzyloxycarbonylamino)-2-hydroxy-3-(6-nitrobenzo[d][1,3]dioxol-5-yl)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 4 h / 0 °C / Inert atmosphere

2.1: sodium hydroxide; tert-butylhypochlorite; hydroquinidein 1,4-phthalazinediyl diether / propan-1-ol / 0 °C / Inert atmosphere

2.2: Inert atmosphere

With tert-butylhypochlorite; sodium hydride; hydroquinidein 1,4-phthalazinediyl diether; sodium hydroxide; In tetrahydrofuran; propan-1-ol;
DOI:10.1002/ejoc.201300409