4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate

Base Information

Chemical Name:4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate
CAS No.:1354623-22-5
Molecular Formula:C₂₃H₃₃NO₆
Molecular Weight:419.518
Hs Code.:

Synonyms:4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate

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Chemical Property of 4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate

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Technology Process of 4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate

There total 7 articles about 4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate 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: 74.0%

: 853888-62-7
(E)-3-benzyloxyprop-2-en-1-ol

: 190080-35-4
(2R,4S)-3-(tert-butoxycarbonyl)-2-tert-butyloxazolidine-4-carboxylic acid

: 1354623-22-5
4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol203300k

Reference yield:

: 4480-47-1
t-butylglyoxal

: 1354623-22-5
4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / pentane / 72 h / 55 °C / Dean Stark conditions

2: sodium hydrogencarbonate / methanol / 18 h / 50 °C / Inert atmosphere

3: water; potassium hydroxide / methanol / 0 - 20 °C / Inert atmosphere

4: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With dmap; water; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide; In methanol; dichloromethane; pentane;
DOI:10.1021/ol203300k

Reference yield:

: 127762-21-4
methyl (E)-β-benzyloxyacrylate

: 1354623-22-5
4-((E)-3-(benzyloxy)allyl) 3-tert-butyl (2R,4S)-2-tert-butyloxazolidine-3,4-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane; diisobutylaluminium hydride / toluene / 4 h / -78 °C / Inert atmosphere

2: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; toluene;
DOI:10.1021/ol203300k