(2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

Base Information

Chemical Name:(2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine
CAS No.:180081-82-7
Molecular Formula:C₁₇H₂₅NO₅
Molecular Weight:323.389
Hs Code.:

Synonyms:(2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

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Technology Process of (2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

There total 11 articles about (2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)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: 78.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 186465-39-4
(2R,3S,4S)-1-Benzyl-3-(benzyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidine

: 180081-82-7
(2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 96h; under 3000.24 Torr;
DOI:10.1055/s-1999-3661

Reference yield:

: 180081-81-6
[(1R,2S,3S)-2,3,4-Trihydroxy-1-(4-methoxy-benzyl)-butyl]-carbamic acid tert-butyl ester

: 180081-82-7
(2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: With pyridinium p-toluenesulfonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃;
DOI:10.1039/CC9960001521

Reference yield:

: 186465-29-2
(2S,3S,4R)-4-(Benzylamino)-3-(benzyloxy)-5-(4-methoxyphenyl)pentane-1,2-diol

: 180081-82-7
(2R,3S,4S)-1-(tert-Butoxycarbonyl)-3,4-dihydroxy-2-(4-methoxybenzyl)pyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / DEAD; PPh₃; pyridine / 1.5 h / 0 °C

2: 78 percent / H₂ / 10 percent Pd/C / methanol / 96 h / 20 °C / 3000.24 Torr

With pyridine; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In methanol; 1: Cyclization / 2: Catalytic hydrogenation;
DOI:10.1055/s-1999-3661