(S)-(4-(2-((tert-Butoxycarbonyl)aMino)-3-Methoxy-3-oxopropyl)phenyl)boronic acid

Base Information

• Chemical Name: (S)-(4-(2-((tert-Butoxycarbonyl)aMino)-3-Methoxy-3-oxopropyl)phenyl)boronic acid
• CAS No.: 224824-22-0
• Molecular Formula: C15H22BNO6
• Molecular Weight: 323.154
• Mol file: 224824-22-0.mol

Synonyms:(S)-(4-(2-((tert-Butoxycarbonyl)aMino)-3-Methoxy-3-oxopropyl)phenyl)boronic acid;4-Borono-N-[(1,1-dimethylethoxy)carbonyl]-L-phenylalanine methyl ester

Chemical Property of (S)-(4-(2-((tert-Butoxycarbonyl)aMino)-3-Methoxy-3-oxopropyl)phenyl)boronic acid

Chemical Property:

• PKA: 8.56±0.16(Predicted)
• PSA: 108.58000
• Density: 1.20±0.1 g/cm3(Predicted)
• LogP: 0.17960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(S)-(4-(2-((tert-Butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)phenyl)boronicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(4-(2-((tert-Butoxycarbonyl)aMino)-3-Methoxy-3-oxopropyl)phenyl)boronic acid

There total 7 articles about (S)-(4-(2-((tert-Butoxycarbonyl)aMino)-3-Methoxy-3-oxopropyl)phenyl)boronic 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: 70.0%

N-(tert-butoxycarbonyl)-4-(dihydroxyboryl)-1-phenylalanine (119771-23-2) + methyl iodide (74-88-4) → (S)-(4-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)phenyl)boronic acid (224824-22-0)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 20 ℃; for 168h;

DOI:10.1002/anie.201406221

Reference yield: 64.0%

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate (220587-29-1,335030-24-5) → (S)-(4-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)phenyl)boronic acid (224824-22-0)

Guidance literature:

With sodium periodate; ammonium acetate; In water; acetone; at 20 ℃; for 48h;

DOI:10.1002/anie.201309535

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + L-H-Phe(4-B(OH)2)-OMe (177797-94-3) → (S)-(4-(2-((tert-butoxycarbonyl)amino)-3-methoxy-3-oxopropyl)phenyl)boronic acid (224824-22-0)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 3h; pH=9.5;

DOI:10.1021/ol025547s

upstream raw materials:

di-tert-butyl dicarbonate

L-H-Phe(4-B(OH)2)-OMe

p-borono-L-phenylalanine

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

Downstream raw materials:

methyl N-[(1,1-dimethylethoxy)carbonyl]-O-[S]-[5-({[2-(1,1-dimethylethoxy)carbonyl]amino}-2-[(phenylmethoxy)carbonyl]ethyl)-2-(phenylmethoxy)phenyl]-L-tyrosinate

N-(tert-butoxycarbonyl)-4-{1,3-bis(tert-butoxycarbonyl)-3-[2-(trimethylsilyl)ethoxymethyl]}amidino-L-phenylalanine, methyl ester

methyl N-(tert-butyloxycarbonyl)-4-(1H-pyrazol-1-yl)-L-phenylalaninate

methyl N-(tert-butyloxycarbonyl)-4-(1-trityl-1H-pyrazol-4-yl)-L-phenylalaninate

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