(S)-3-(4-BENZYLOXY-2,6-DIMETHYL-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID

Base Information

• Chemical Name: (S)-3-(4-BENZYLOXY-2,6-DIMETHYL-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID
• CAS No.: 945669-52-3
• Molecular Formula: C23H29 N O5
• Molecular Weight: 399.487
• Mol file: 945669-52-3.mol

Synonyms:(S)-O-BENZYL-N-BOC-2,6-DIMETHYL TYROSINE;(S)-3-(4-BENZYLOXY-2,6-DIMETHYL-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID;3-(4-BENZYLOXY-2,6-DIMETHYL-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID

Chemical Property of (S)-3-(4-BENZYLOXY-2,6-DIMETHYL-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID

Chemical Property:

• Vapor Pressure: 2.09E-14mmHg at 25°C
• Refractive Index: 1.556
• Boiling Point: 582.4°C at 760 mmHg
• Flash Point: 306°C
• PSA: 84.86000
• Density: 1.154g/cm³
• LogP: 4.79370
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

(S)-3-(4-(Benzyloxy)-2,6-dimethylphenyl)-2-(tert-butoxycarbonylamino)propanoic acid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-3-(4-BENZYLOXY-2,6-DIMETHYL-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID

There total 5 articles about (S)-3-(4-BENZYLOXY-2,6-DIMETHYL-PHENYL)-2-TERT-BUTOXYCARBONYLAMINO-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: 80.0%

(2R,3S)-3-(tert-butoxycarbonyl)amino-4-[(4-benzyloxy-2,6-dimethyl)phenyl]butane-1,2-diol → (S)-O-benzyl-N-(tert-butoxycarbonyl)-2,6-dimethyltyrosine (945669-52-3)

Guidance literature:

(2R,3S)-3-(tert-butoxycarbonyl)amino-4-[(4-benzyloxy-2,6-dimethyl)phenyl]butane-1,2-diol; With sodium periodate; In tetrachloromethane; water; acetonitrile; for 5h;

With ruthenium trichloride; In tetrachloromethane; water; acetonitrile;

Reference yield:

1-((4-bromo-3,5-dimethylphenoxy)methyl)benzene (95741-44-9) → (S)-O-benzyl-N-(tert-butoxycarbonyl)-2,6-dimethyltyrosine (945669-52-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium / tetrahydrofuran / 6 h / 25 °C / Reflux

1.2: 25 °C

2.1: methanol / 5 h / 25 °C

3.1: sodium periodate / tetrachloromethane; acetonitrile; water / 5 h

With sodium periodate; magnesium; In tetrahydrofuran; methanol; tetrachloromethane; water; acetonitrile;

Reference yield:

(2R,3S)-1,2-isopropylidene-3-(tert-butoxycarbonyl)amino-4-[(4-benzyloxy-2,6-dimethyl)phenyl]butane-1,2-diol → (S)-O-benzyl-N-(tert-butoxycarbonyl)-2,6-dimethyltyrosine (945669-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 5 h / 25 °C

2: sodium periodate / tetrachloromethane; acetonitrile; water / 5 h

With sodium periodate; In methanol; tetrachloromethane; water; acetonitrile;

upstream raw materials:

1-((4-bromo-3,5-dimethylphenoxy)methyl)benzene

Downstream raw materials:

H-Dmt

Refernces

• 1、 -. "N-terminally substituted dipeptide amides". . . Retrieved 2008/06/13.