BOC-(R)-3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID

Base Information

• Chemical Name: BOC-(R)-3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID
• CAS No.: 329013-12-9
• Molecular Formula: C14H19NO5
• Molecular Weight: 281.3
• Hs Code.: 2924299090
• Mol file: 329013-12-9.mol

Synonyms:tert-butyl tosylcarbamate;N-Boc-p-toluenesulfonamide;N-tosyl-N-Boc amide;N-Boc tyrosine;N-Boc-N-tosylamide;N-Boc p-toluenesufonamide;Weinreb's reagent;N-Boc-N-tosylamine;Boc-4-Hydroxy-D-b-phenylalanine;

Chemical Property of BOC-(R)-3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID

Chemical Property:

• Vapor Pressure: 6.78E-10mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 476.7 °C at 760 mmHg
• PKA: 4.41±0.10(Predicted)
• Flash Point: 242.1 °C
• PSA: 95.86000
• Density: 1.236g/cm³
• LogP: 2.82360
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(R)-Boc-β-Tyr-OH ≥97.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-(R)-3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID

There total 6 articles about BOC-(R)-3-AMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC 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: 95.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-3-amino-3-(4-hydroxyphenyl)propanoic acid (73025-68-0) → (S)-N-tert-butyloxycarbonyl β-Tyr (329013-12-9,499995-80-1)

Guidance literature:

With sodium carbonate; In acetone; at 0 ℃; for 2h;

DOI:10.1016/S0960-894X(00)00562-X

Reference yield:

C14H19NO5 (499995-80-1) → (S)-N-tert-butyloxycarbonyl β-Tyr (329013-12-9,499995-80-1)

Guidance literature:

With (R)-1-phenyl-ethyl-amine; In tetrahydrofuran; Reflux;

Reference yield:

3-amino-3-(4-hydroxyphenyl)propionic acid (6049-54-3) → (S)-N-tert-butyloxycarbonyl β-Tyr (329013-12-9,499995-80-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / Et₃N / acetone; H₂O / 2 h / 0 °C

2: penicillin G acylase/eupergit; aq. buffer / methanol / 20 °C / pH 7

3: 95 percent / aq. Na₂CO₃ / acetone / 2 h / 0 °C

With penicillin G acylase; Eupergit; sodium carbonate; triethylamine; In methanol; water; acetone;

DOI:10.1016/S0960-894X(00)00562-X

upstream raw materials:

di-tert-butyl dicarbonate

(R)-3-amino-3-(4-hydroxyphenyl)propanoic acid

3-amino-3-(4-hydroxyphenyl)propionic acid

4-hydroxy-benzaldehyde

Downstream raw materials:

(R)-3-amino-3-(4-hydroxyphenyl)propanoic acid

C₁₇H₂₆N₂O₄

C₃₃H₅₃N₅O₆

C₂₂H₃₄N₂O₆

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