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

Base Information

• Chemical Name: (2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyric acid
• CAS No.: 875668-20-5
• Molecular Formula: C₂₆H₂₆N₂O₅Se
• Molecular Weight: 525.463
• Mol file: 875668-20-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about (2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyric acid 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:

methyl (2S)-2-N-[4-(N-carbobenzyloxy-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyrate (875668-19-2) → (2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyric acid (875668-20-5)

Guidance literature:

With lithium hydroxide; In methanol; dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm050871p

Reference yield:

methyl (2S)-4-bromo-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]aminobutyrate (875668-08-9) → (2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyric acid (875668-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaBH₄ / ethanol

1.2: 90 percent / ethanol / 0.5 h

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

With lithium hydroxide; sodium tetrahydroborate; In methanol; ethanol; dichloromethane;

DOI:10.1021/jm050871p

Reference yield:

(2S)-2-N-[4-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]amino-4-(phenylselenyl)butyric acid (875668-20-5) → 2-{[(S)-3-{4-[(2,4-Diamino-pteridin-6-ylmethyl)-methyl-amino]-benzoylamino}-3-(2,2-dimethyl-propionyloxymethoxycarbonyl)-propyl]-hydroxy-phosphinoylmethyl}-pentanedioic acid bis-(2,2-dimethyl-propionyloxymethyl) ester

Guidance literature:

Multi-step reaction with 7 steps

1.1: 276 mg / dimethyl methylphosphonate; Ag₂CO₃ / dimethylformamide / 20 °C

2.1: 90 percent / aq. H₂O₂ / tetrahydrofuran / 1 h / Heating

3.1: ammonium hypophosphite; Et₃B / methanol; hexane / 3 h / 20 °C

4.1: BSA / CH₂Cl₂ / Heating

5.1: 65 mg / ethyl acetate; diethyl ether / 1 h / 20 °C

6.1: 73 percent / H₂ / Pd/C / tetrahydrofuran / 20 °C

7.1: Ph₃PBr₂ / N,N-dimethyl-acetamide / 18 h / 20 °C

7.2: 31 percent / (i-Pr)2NEt / N,N-dimethyl-acetamide / 48 h / 60 °C

With benzenesulfonamide; ammonium hypophosphite; triethyl borane; hydrogen; dihydrogen peroxide; triphenylphosphine dibromide 1:1 addition complex; silver carbonate; dimethyl methane phosphonate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm050871p

upstream raw materials:

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

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

Downstream raw materials:

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

pivaloyloxymethyl (2S)-N-[p-(N-benzyloxycarbonyl-N-methyl)aminobenzoyl]-2-vinylglycine

(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