N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline

Base Information

• Chemical Name: N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline
• CAS No.: 105823-07-2
• Molecular Formula: C₂₁H₂₀BrF₃N₂O₇S
• Molecular Weight: 581.364

Synonyms:N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline

Chemical Property of N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline

Chemical Property:

Purity/Quality:

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Technology Process of N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline

There total 3 articles about N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline 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:

4R-4-hydroxyproline (51-35-4,30724-02-8) → N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline (105823-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂ / 1 h / 0 °C

In dichloromethane;

DOI:10.1016/S0040-4020(01)87534-7

Reference yield:

(2S,4R)-N-trifluoroacetyl-4-[(trifluoroacetyl)oxy]proline (83577-93-9) → N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline (105823-07-2)

Guidance literature:

Multi-step reaction with 2 steps

2: aq. NaHCO₃

With sodium hydrogencarbonate;

DOI:10.1039/c39860000841

Reference yield:

2-bromo-4-methoxy-5-tosyloxyaniline (89625-38-7) + (2S,4R)-N-trifluoroacetyl-4-[(trifluoroacetyl)oxy]proline (83577-93-9) → N-(4-hydroxy-1-trifluoroacetyl-1-prolyl)-2-bromo-4-methoxy-5-tosyloxy-aniline (105823-07-2)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/S0040-4020(01)87534-7

upstream raw materials:

2-bromo-4-methoxy-5-tosyloxyaniline

(2S,4R)-N-trifluoroacetyl-4-[(trifluoroacetyl)oxy]proline

4R-4-hydroxyproline

Downstream raw materials:

Toluene-4-sulfonic acid (2R,11aS)-2-hydroxy-7-methoxy-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yl ester

(2R,11aS)-2,3,5,10,11,11a-hexahydro-2-hydroxy-7-methoxy-10-methoxymethyl-8-tosyloxy-5,11-dioxo-1H-pyrrolo<2,1-c><1,4>benzodiazepine

N-methoxymethyl-N-(N-trifluoroacetyl-4-methoxymethoxy-1-prolyl)-2-bromo-4-methoxy-5-tosyloxyaniline

Toluene-4-sulfonic acid (2R,11aS)-7-methoxy-2-methoxymethoxy-10-methoxymethyl-5,11-dioxo-2,3,5,10,11,11a-hexahydro-1H-benzo[e]pyrrolo[1,2-a][1,4]diazepin-8-yl ester

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