N-benzoyl TAN-950 A

Base Information

• Chemical Name: N-benzoyl TAN-950 A
• CAS No.: 127607-90-3
• Molecular Formula: C₁₃H₁₂N₂O₅
• Molecular Weight: 276.249
• Mol file: 127607-90-3.mol

Synonyms:N-benzoyl TAN-950 A

Chemical Property of N-benzoyl TAN-950 A

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-benzoyl TAN-950 A

There total 6 articles about N-benzoyl TAN-950 A 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: 68.0%

benzoyl chloride (98-88-4) + TAN 950A (127607-88-9) → N-benzoyl TAN-950 A (127607-90-3)

Guidance literature:

With sodium hydrogencarbonate; In water; for 4h; Ambient temperature;

DOI:10.1016/S0040-4020(01)91004-X

Reference yield:

dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate (59279-60-6,130622-05-8,861658-15-3) → N-benzoyl TAN-950 A (127607-90-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 31 percent / lithium diisopropylamide / tetrahydrofuran; hexane / -78 - -20 °C

2: 91 percent / NH₂OH*HCl / H₂O; dioxane / 1 h / Ambient temperature

3: 75 percent / 2N NaOH / methanol / 2 h / Ambient temperature

4: 87 percent / 2N NaOH / methanol / 2 h / Ambient temperature

5: trifluoroacetic acid / 30 h / Ambient temperature

6: 68 percent / NaHCO₃ / H₂O / 4 h / Ambient temperature

With sodium hydroxide; hydroxylamine hydrochloride; sodium hydrogencarbonate; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water;

DOI:10.1016/S0040-4020(01)91004-X

Reference yield:

(S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one (108963-96-8) → N-benzoyl TAN-950 A (127607-90-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 46 percent / lithium bis-(trimethylsilyl)amide / tetrahydrofuran; hexane / -78 - -40 °C

2: 91 percent / NH₂OH*HCl / H₂O; dioxane / 1 h / Ambient temperature

3: 75 percent / 2N NaOH / methanol / 2 h / Ambient temperature

4: 87 percent / 2N NaOH / methanol / 2 h / Ambient temperature

5: trifluoroacetic acid / 30 h / Ambient temperature

6: 68 percent / NaHCO₃ / H₂O / 4 h / Ambient temperature

With sodium hydroxide; hydroxylamine hydrochloride; sodium hydrogencarbonate; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; methanol; hexane; water;

DOI:10.1016/S0040-4020(01)91004-X

upstream raw materials:

benzoyl chloride

TAN 950A

dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate

(S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one

Downstream raw materials:

O-methyl N-benzoyl TAN-950 A methyl ester

N'-methyl N-benzoyl TAN-950 A methyl ester