(2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine

Base Information

Chemical Name:(2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine
CAS No.:490015-43-5
Molecular Formula:C₂₂H₃₅NO₆Si
Molecular Weight:437.608
Hs Code.:

Synonyms:(2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine

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Chemical Property of (2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine

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Technology Process of (2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine

There total 6 articles about (2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)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: 62.0%

: 490015-42-4
(2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-tert-butyldimethylsilyloxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine

: 490015-48-0
(2R,3R,5R)-3-Hydroxy-2-hydroxymethyl-5-methoxycarbonylmethyl-pyrrolidine-1-carboxylic acid benzyl ester

: 490015-43-5
(2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine

Guidance literature:: With acetic acid; In tetrahydrofuran; water; at 20 ℃; for 24h;
DOI:10.1021/jo026499s

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 490015-43-5
(2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 693 mg / K₂CO₃ / ethyl acetate / 2 h / 20 °C

2: 80 percent / hydrochloric acid / methanol; H₂O / 1.5 h / 20 °C

3: 84 percent / imidazole / dimethylformamide / 12 h / 20 °C

4: 62 percent / acetic acid / tetrahydrofuran; H₂O / 24 h / 20 °C

With 1H-imidazole; hydrogenchloride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo026499s

Reference yield:

: ((4aR,6R,7aR)-2,2-Dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyrrol-6-yl)-acetic acid methyl ester

: 490015-43-5
(2R,4R,5R)-4-tert-butyldimethylsilyloxy-5-hydroxymethyl-2-methoxycarbonylmethyl-1-(benzyloxycarbonyl)pyrrolidine

Guidance literature:: Multi-step reaction with 4 steps

1: 693 mg / K₂CO₃ / ethyl acetate / 2 h / 20 °C

2: 80 percent / hydrochloric acid / methanol; H₂O / 1.5 h / 20 °C

3: 84 percent / imidazole / dimethylformamide / 12 h / 20 °C

4: 62 percent / acetic acid / tetrahydrofuran; H₂O / 24 h / 20 °C

With 1H-imidazole; hydrogenchloride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo026499s