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

Base Information

• Chemical Name: (2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]proline methyl ester
• CAS No.: 347189-06-4
• Molecular Formula: C₂₀H₂₆BrNO₆
• Molecular Weight: 456.334
• Mol file: 347189-06-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about (2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]proline methyl ester 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: 83.0%

1-(tert-butyl) 2-methyl (R)-pyrrolidine-1,2-dicarboxylate (73323-65-6) + methyl 2-(4-bromophenyl)-2-diazoacetate (264881-99-4) → (2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]proline methyl ester (347189-06-4)

Guidance literature:

With Rh₂[(N-(4-dodecylphenyl)sulfonyl)-(S)-prolinate]4; In various solvent(s); at 50 ℃;

DOI:10.1021/ja0290072

Reference yield:

(+/-)-N-tert-butoxycarbonylproline methyl ester (145681-01-2) + methyl 2-(4-bromophenyl)-2-diazoacetate (264881-99-4) → (2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]proline methyl ester (347189-06-4) + (2S,5S)-1-(tert-butoxycarbonyl)-5-[(R)-methoxycarbonyl(4-bromophenyl)methyl]proline methyl ester

Guidance literature:

dirhodium tetrakis[(S)-(N-dodecylbenzenesulfonyl)prolinate]; In various solvent(s); at 50 ℃; for 4h; Title compound not separated from byproducts.;

DOI:10.1021/ol015974q

Reference yield:

(2R,5R)-1-(tert-butoxycarbonyl)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]proline methyl ester (347189-06-4) → (2R,5R)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]proline methylester (347188-97-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ja0290072

upstream raw materials:

(+/-)-N-tert-butoxycarbonylproline methyl ester

methyl 2-(4-bromophenyl)-2-diazoacetate

1-(tert-butyl) 2-methyl (R)-pyrrolidine-1,2-dicarboxylate

Downstream raw materials:

(2R,5R)-5-[(S)-methoxycarbonyl(4-bromophenyl)methyl]proline methylester