methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate

Base Information

• Chemical Name: methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate
• CAS No.: 240420-27-3
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.363
• Mol file: 240420-27-3.mol

Synonyms:methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate

Chemical Property of methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate

There total 5 articles about methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate 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:

(2R)-(tert-butoxycarbonylamino)-4-phenylbutanoic acid (100564-78-1,108524-68-1,142926-43-0,82732-07-8) + diazomethyl-trimethyl-silane (18107-18-1) → methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate (240420-27-3)

Guidance literature:

With methanol; In diethyl ether; dichloromethane; at 22 ℃; for 0.5h;

Reference yield:

iodobenzene (591-50-4) → methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate (240420-27-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 9-BBN-H / tetrahydrofuran / 2 h / 0 - 20 °C

1.2: 79 percent / K₃PO₄ / PdCl₂(dppf)*CHCl₃ / tetrahydrofuran; H₂O; dimethylformamide

2.1: Jones reagent / acetone / 0 - 20 °C

3.1: 27 mg / ethyl acetate; diethyl ether / 0.5 h / 0 °C

With 9-borabicyclo[3.3.1]nonane dimer; jones reagent; In tetrahydrofuran; diethyl ether; ethyl acetate; acetone; 1.2: Suzuki coupling / 2.1: Jones oxidation-cleavage;

DOI:10.1021/jo010865a

Reference yield:

tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate (115378-31-9) → methyl (2R)-2-[(tert-butoxycarbonyl)amino]-4-phenylbutanoate (240420-27-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 9-BBN-H / tetrahydrofuran / 2 h / 0 - 20 °C

1.2: 79 percent / K₃PO₄ / PdCl₂(dppf)*CHCl₃ / tetrahydrofuran; H₂O; dimethylformamide

2.1: Jones reagent / acetone / 0 - 20 °C

3.1: 27 mg / ethyl acetate; diethyl ether / 0.5 h / 0 °C

With 9-borabicyclo[3.3.1]nonane dimer; jones reagent; In tetrahydrofuran; diethyl ether; ethyl acetate; acetone; 1.2: Suzuki coupling / 2.1: Jones oxidation-cleavage;

DOI:10.1021/jo010865a

upstream raw materials:

diazomethane

(2R)-(tert-butoxycarbonylamino)-4-phenylbutanoic acid

iodobenzene

tert-butyl (4R)-2,2-dimethyl-4-vinyloxazolidine-3-carboxylate

Downstream raw materials:

(2R)-N-amino-2-[(tert-butoxy)carbonylamino]-4-phenylbutanamide

N-(1-(N-hydroxy-carbamoyl)(1R)-3-phenylpropyl)(tert-butoxy)carboxamide

C₂₇H₃₅N₃O₆

(2R)-N-{[4-(aminomethyl)phenyl]methoxy}-2-[(tert-butoxy)carbonylamino]-4-phenylbutanamide trifluoroacetic acid salt