(2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Base Information

Chemical Name:(2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine
CAS No.:117811-56-0
Molecular Formula:C₁₇H₂₂N₂O₈
Molecular Weight:382.37
Hs Code.:

Synonyms:(2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

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Chemical Property of (2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

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Technology Process of (2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

There total 6 articles about (2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)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:

: 199998-77-1
(6S,8R)-8-t-butyldimethylsilyloxy-3,3-dimethyl-2-oxo-1-aza-4-oxabicyclo[4.3.0]nonane

: 117811-56-0
(2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 6N aq. HCl / 3 h / Heating

2: 4N aq. NaOH / tetrahydrofuran; H₂O / 2 h

With hydrogenchloride; sodium hydroxide; In tetrahydrofuran; water;
DOI:10.1016/S0968-0896(97)00142-9

Reference yield:

: 101803-29-6
(2S,4R)-4-hydroxy-2-methoxycarbonyl-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

: 117811-56-0
(2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

2: 48 percent / NaBH₄ / ethanol / 16 h / Ambient temperature

3: H₂ / 20percent Pd(OH)2/C / methanol / 3 h / 760 Torr / Ambient temperature

4: aq. NaOH / tetrahydrofuran / 2 h

5: 41 percent / NaH / tetrahydrofuran / 3 h / Ambient temperature

6: 6N aq. HCl / 3 h / Heating

7: 4N aq. NaOH / tetrahydrofuran; H₂O / 2 h

With 1H-imidazole; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; hydrogen; sodium hydride; palladium dihydroxide; In tetrahydrofuran; methanol; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(97)00142-9

Reference yield:

: 104795-10-0
(2S,4R)-4-tert-butyldimethylsiloxy-2-hydroxymethyl-N-(4-nitrobenzyloxycarbonyl) pyrrolidine

: 117811-56-0
(2S,4R)-2-(1-carboxy-1-methylethyl)oxymethyl-4-hydroxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 20percent Pd(OH)2/C / methanol / 3 h / 760 Torr / Ambient temperature

2: aq. NaOH / tetrahydrofuran / 2 h

3: 41 percent / NaH / tetrahydrofuran / 3 h / Ambient temperature

4: 6N aq. HCl / 3 h / Heating

5: 4N aq. NaOH / tetrahydrofuran; H₂O / 2 h

With hydrogenchloride; sodium hydroxide; hydrogen; sodium hydride; palladium dihydroxide; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0968-0896(97)00142-9