3-Butenoic acid, 2-[[4-[methyl[(phenylmethoxy)carbonyl]amino]benzoyl]amino]-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S)-

Base Information

• Chemical Name: 3-Butenoic acid, 2-[[4-[methyl[(phenylmethoxy)carbonyl]amino]benzoyl]amino]-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S)-
• CAS No.: 875668-22-7
• Molecular Formula: C26H30N2O7
• Molecular Weight: 482.533
• Mol file: 875668-22-7.mol

Synonyms:

Chemical Property of 3-Butenoic acid, 2-[[4-[methyl[(phenylmethoxy)carbonyl]amino]benzoyl]amino]-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Butenoic acid, 2-[[4-[methyl[(phenylmethoxy)carbonyl]amino]benzoyl]amino]-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S)-

There total 5 articles about 3-Butenoic acid, 2-[[4-[methyl[(phenylmethoxy)carbonyl]amino]benzoyl]amino]-, (2,2-dimethyl-1-oxopropoxy)methyl ester, (2S)- 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: 90.0%

pivaloyloxymethyl (2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate (875668-21-6) → pivaloyloxymethyl (2S)-N-[p-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]-2-vinylglycine (875668-22-7)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; for 1h; Heating;

DOI:10.1021/jm050871p

Reference yield:

methyl (2S)-4-bromo-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]aminobutyrate (875668-08-9) → pivaloyloxymethyl (2S)-N-[p-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]-2-vinylglycine (875668-22-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaBH₄ / ethanol

1.2: 90 percent / ethanol / 0.5 h

2.1: aq. LiOH / methanol; CH₂Cl₂ / 2 h / 20 °C

3.1: 276 mg / dimethyl methylphosphonate; Ag₂CO₃ / dimethylformamide / 20 °C

4.1: 90 percent / aq. H₂O₂ / tetrahydrofuran / 1 h / Heating

With lithium hydroxide; sodium tetrahydroborate; dihydrogen peroxide; silver carbonate; dimethyl methane phosphonate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050871p

Reference yield:

methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate (875668-19-2) → pivaloyloxymethyl (2S)-N-[p-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]-2-vinylglycine (875668-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. LiOH / methanol; CH₂Cl₂ / 2 h / 20 °C

2: 276 mg / dimethyl methylphosphonate; Ag₂CO₃ / dimethylformamide / 20 °C

3: 90 percent / aq. H₂O₂ / tetrahydrofuran / 1 h / Heating

With lithium hydroxide; dihydrogen peroxide; silver carbonate; dimethyl methane phosphonate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050871p

upstream raw materials:

pivaloyloxymethyl (2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate

methyl (2S)-4-bromo-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]aminobutyrate

methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate

(2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyric acid

Downstream raw materials:

(S)-2-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-4-hydroxyphosphinoyl-butyric acid 2,2-dimethyl-propionyloxymethyl ester

2-{[(S)-3-(2,2-Dimethyl-propionyloxymethoxycarbonyl)-3-(4-methylamino-benzoylamino)-propyl]-methoxy-phosphinoylmethyl}-pentanedioic acid bis-(2,2-dimethyl-propionyloxymethyl) ester

2-{[(S)-3-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-3-(2,2-dimethyl-propionyloxymethoxycarbonyl)-propyl]-hydroxy-phosphinoylmethyl}-pentanedioic acid bis-(2,2-dimethyl-propionyloxymethyl) ester

2-{[(S)-3-[4-(Benzyloxycarbonyl-methyl-amino)-benzoylamino]-3-(2,2-dimethyl-propionyloxymethoxycarbonyl)-propyl]-methoxy-phosphinoylmethyl}-pentanedioic acid bis-(2,2-dimethyl-propionyloxymethyl) ester