(2S,4R)-2-(1-carbamoyl-1-methylethyl)oxymethyl-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Base Information

Chemical Name:(2S,4R)-2-(1-carbamoyl-1-methylethyl)oxymethyl-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine
CAS No.:117811-57-1
Molecular Formula:C₁₈H₂₅N₃O₉S
Molecular Weight:459.477
Hs Code.:

Synonyms:(2S,4R)-2-(1-carbamoyl-1-methylethyl)oxymethyl-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

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

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

There total 11 articles about (2S,4R)-2-(1-carbamoyl-1-methylethyl)oxymethyl-4-methanesulfonyloxy-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:

: 124-63-0
methanesulfonyl chloride

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

: 117811-57-1
(2S,4R)-2-(1-carbamoyl-1-methylethyl)oxymethyl-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: With ammonia; triethylamine; In tetrahydrofuran; methanol; ethanol; chloroform; ethyl acetate;

Reference yield:

: (2S,4R)-2-(1-Carboxy-1-methyl-ethoxymethyl)-4-methanesulfonyloxy-pyrrolidine-1-carboxylic acid 4-nitro-benzyl ester

: 117811-57-1
(2S,4R)-2-(1-carbamoyl-1-methylethyl)oxymethyl-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: With ammonia; In tetrahydrofuran; ethanol; at 0 ℃; for 1h; Yield given;
DOI:10.1016/S0968-0896(97)00142-9

Reference yield:

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

: 117811-57-1
(2S,4R)-2-(1-carbamoyl-1-methylethyl)oxymethyl-4-methanesulfonyloxy-1-(4-nitrobenzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 9 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

8: Et₃N / tetrahydrofuran / 0.5 h / -10 - -5 °C

9: NH₃ / tetrahydrofuran; ethanol / 1 h / 0 °C

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