(2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine

Base Information

Chemical Name:(2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine
CAS No.:347189-03-1
Molecular Formula:C₂₁H₂₈BrNO₆
Molecular Weight:470.36
Hs Code.:

Synonyms:(2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine

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Chemical Property of (2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine

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Technology Process of (2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine

There total 3 articles about (2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine 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: 92.0%

: 264881-99-4
methyl 2-(4-bromophenyl)-2-diazoacetate

: 347189-00-8
1-(tert-butoxycarbonyl)-2R-acetoxymethylpyrrolidine

: 347189-03-1
(2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine

Guidance literature:: With Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; In various solvent(s); at 50 ℃;
DOI:10.1021/ja0290072

Reference yield:

: 59378-81-3,69610-40-8,83435-58-9
1-(tert-butoxycarbonyl)prolin-2R-ol

: 347189-03-1
(2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / pyridine; dimethylaminopyridine / CH₂Cl₂ / 2 h / 23 °C

2: 92 percent / Rh₂(S-DOSP)4 / various solvent(s) / 50 °C

With pyridine; dmap; Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; In dichloromethane;
DOI:10.1021/ja0290072

Reference yield:

: 264881-99-4
methyl 2-(4-bromophenyl)-2-diazoacetate

: 1-(tert-butoxycarbonyl)-2-(+/-)-acetoxymehtylpyrrolidine

: 347189-03-1
(2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine

: (2S,5S)-1-(tert-butoxycarbonyl)-5-[(R)-methoxycarbonyl(4-bromophenyl)methyl]-2-acetoxypyrrolidine

Guidance literature:: dirhodium tetrakis[(S)-(N-dodecylbenzenesulfonyl)prolinate]; In various solvent(s); at 50 ℃; for 2h; Title compound not separated from byproducts.;
DOI:10.1021/ol015974q