(R)-3-((tert-Butoxycarbonyl)amino)-3-(3,4-dimethoxyphenyl)propanoic acid

Base Information

• Chemical Name: (R)-3-((tert-Butoxycarbonyl)amino)-3-(3,4-dimethoxyphenyl)propanoic acid
• CAS No.: 500788-93-2
• Molecular Formula: C16H23NO6
• Molecular Weight: 325.36
• DSSTox Substance ID: DTXSID90375911
• Wikidata: Q82164589
• Mol file: 500788-93-2.mol

Synonyms:500788-93-2;(R)-3-((tert-Butoxycarbonyl)amino)-3-(3,4-dimethoxyphenyl)propanoic acid;Boc-(R)-3-Amino-3-(3,4-dimethoxy-phenyl)-propionic acid;(R)-Boc-3,4-dimethoxy-|A-Phe-OH;(3R)-3-(3,4-dimethoxyphenyl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(3R)-3-{[(tert-butoxy)carbonyl]amino}-3-(3,4-dimethoxyphenyl)propanoic acid;Boc-(R)-3-amino-3-(3,4-dimethoxyphenyl)propionic acid;DTXSID90375911;MFCD03427945;(R)-Boc-3 4-dimethoxy-beta-phe-oh;Boc-3,4-Dimethoxy-D-b-phenylalanine;AKOS015948822;HY-W141803;PS-12111;CS-0201600;Y10228;EN300-1163404;(R)-Boc-3,4-dimethoxy-beta-Phe-OH, >=98.0%;boc-(r)-3-amino-3-(3,4-dimethoxyphenyl)propanoic acid;(3R)-3-[(tert-Butoxycarbonyl)amino]-3-(3,4-dimethoxyphenyl)propanoic acid;(R)-3-((tert-Butoxycarbonyl)amino)-3-(3,4-dimethoxyphenyl)propanoicacid

Chemical Property of (R)-3-((tert-Butoxycarbonyl)amino)-3-(3,4-dimethoxyphenyl)propanoic acid

Chemical Property:

• PSA: 94.09000
• LogP: 3.13520
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 325.15253745
• Heavy Atom Count: 23
• Complexity: 406

Purity/Quality:

98%min ^*data from raw suppliers

(R)-Boc-3,4-dimethoxy-β-Phe-OH ≥98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC(=O)O)C1=CC(=C(C=C1)OC)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC(=O)O)C1=CC(=C(C=C1)OC)OC

Technology Process of (R)-3-((tert-Butoxycarbonyl)amino)-3-(3,4-dimethoxyphenyl)propanoic acid

There total 5 articles about (R)-3-((tert-Butoxycarbonyl)amino)-3-(3,4-dimethoxyphenyl)propanoic 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: 94.0%

[1-(3,4-dimethoxy-phenyl)-3-oxo-propyl]-carbamic acid tert-butyl ester → C16H23NO6 (499995-84-5,500788-93-2)

Guidance literature:

With sodium chlorite; sodium dihydrogen phosphate;

DOI:10.3987/COM-08-S(D)75

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 3-amino-3-(3,4-dimethoxyphenyl)propanoic acid (34840-85-2,54160-62-2,34841-09-3,54160-63-3) → 3-(tert-butoxycarbonylamino)-3-(3,4-dimethoxyphenyl)propanoic acid (500788-93-2)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2008.07.129

Reference yield:

3,4-dimethoxy-benzaldehyde (120-14-9) → 3-(tert-butoxycarbonylamino)-3-(3,4-dimethoxyphenyl)propanoic acid (500788-93-2)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium acetate / water; ethanol / 3 h / 50 °C

2: 24 h / 80 °C

3: sodium hydroxide / 24 h / 20 °C

With ammonium acetate; sodium hydroxide; In ethanol; water;

upstream raw materials:

di-tert-butyl dicarbonate

3-amino-3-(3,4-dimethoxyphenyl)propanoic acid

3,4-dimethoxy-benzaldehyde

3,4-dimethoxybenzylamine

Downstream raw materials:

C₂₃H₃₅NO₇

C₂₃H₃₅NO₇

C₁₇H₂₃NO₄

6-(3,4-dimethoxyphenyl)-4-isobutoxy-5,6-dihydropyridin-2(1H)-one