(2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine

Base Information

Chemical Name:(2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine
CAS No.:174541-88-9
Molecular Formula:C₂₄H₂₈N₂O₇
Molecular Weight:456.496
Hs Code.:

Synonyms:(2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine

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Chemical Property of (2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine

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Technology Process of (2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine

There total 8 articles about (2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine 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%

: 166383-69-3
(2R,3R)-1-t-Butoxycarbonyl-2-benzyloxymethyl-3-hydroxypyrrolidine

: 62-23-7
4-nitro-benzoic acid

: 174541-88-9
(2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In benzene; for 6h; Ambient temperature;
DOI:10.1016/0957-4166(95)00434-3

Reference yield:

: 153805-45-9
(4R,5R)-4-(benzyloxy)methyl-5-(2-hydroxyethyl)-2-oxo-oxazolidine

: 174541-88-9
(2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: aq. Ba(OH)2 / ethanol / Heating

2: Et₃N / tetrahydrofuran / Ambient temperature

3: 67 percent / pyridine / 3 h / -10 °C

4: 86 percent / NaH / tetrahydrofuran / 3 h / 0 °C

5: 90 percent / Ph₃P, diethylazodicarboxylate / benzene / 6 h / Ambient temperature

With pyridine; barium dihydroxide; sodium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; benzene;
DOI:10.1016/0957-4166(95)00434-3

Reference yield:

: 153805-41-5
methyl (4R,5R)-4-(benzyloxy)methyl-2-oxo-5-oxazolidineacetate

: 174541-88-9
(2R,3S)-1-(tert-butoxycarbonyl)-2-(benzyloxymethyl)-3-<(4-nitrobenzoyl)oxy>-pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 88 percent / NaBH₄ / tetrahydrofuran; methanol / Ambient temperature

2: aq. Ba(OH)2 / ethanol / Heating

3: Et₃N / tetrahydrofuran / Ambient temperature

4: 67 percent / pyridine / 3 h / -10 °C

5: 86 percent / NaH / tetrahydrofuran / 3 h / 0 °C

6: 90 percent / Ph₃P, diethylazodicarboxylate / benzene / 6 h / Ambient temperature

With pyridine; barium dihydroxide; sodium tetrahydroborate; sodium hydride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; benzene;
DOI:10.1016/0957-4166(95)00434-3