Boc-4-methyl-D-phenylalanine

Base Information

• Chemical Name: Boc-4-methyl-D-phenylalanine
• CAS No.: 80102-27-8
• Molecular Formula: C15H21NO4
• Molecular Weight: 279.34
• Hs Code.: 2922498590
• European Community (EC) Number: 802-266-0
• DSSTox Substance ID: DTXSID70426511
• Wikidata: Q72449973
• Mol file: 80102-27-8.mol

Synonyms:80102-27-8;Boc-4-methyl-D-phenylalanine;Boc-D-Phe(4-Me)-OH;(R)-2-((tert-Butoxycarbonyl)amino)-3-(p-tolyl)propanoic acid;Boc-D-4-Methylphenylalanine;(2R)-3-(4-methylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;BOC-D-4-METHYLPHE;D-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-4-methyl-;BOC-4-METHY-D-PHENYLALANINE;BOC-D-4-ME-PHE-OH;N-TERT-BUTOXYCARBONYL-D-4-METHYL PHENYLALANINE;SCHEMBL5061931;DTXSID70426511;JYRWNPUFECDJCX-GFCCVEGCSA-N;MFCD01317726;AKOS016843545;AC-9929;AM83431;PS-12013;CS-0153094;A50135;EN300-3389905;N-(tert-butoxycarbonyl)-4-methyl-D-phenylalanine;A864749;Boc-D-4-Methylphenylalanine (Boc-D-Phe(4-Me)-OH);J-300421;(R)-2-(TERT-BUTOXYCARBONYLAMINO)-3-P-TOLYLPROPANOIC ACID;(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-(4-methylphenyl)propanoic acid;BOC-p-Me-D-Phe-OH;BOC-D-Phe(4-Me)-OH;BOC-D-4-Methylphe;tert-Butoxycarbonyl-D-4-methylphenylalanine

Chemical Property of Boc-4-methyl-D-phenylalanine

Chemical Property:

• Melting Point: 84-88 °C
• Boiling Point: 440.4 °C at 760 mmHg
• PKA: 3.92±0.10(Predicted)
• Flash Point: 220.2 °C
• PSA: 75.63000
• Density: 1.14 g/cm³
• LogP: 2.90630
• Storage Temp.: Store at RT.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 279.14705815
• Heavy Atom Count: 20
• Complexity: 340

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-4-Methyl-D-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CC(C(=O)O)NC(=O)OC(C)(C)C
• Isomeric SMILES: CC1=CC=C(C=C1)C[C@H](C(=O)O)NC(=O)OC(C)(C)C

Technology Process of Boc-4-methyl-D-phenylalanine

There total 1 articles about Boc-4-methyl-D-phenylalanine 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:

C16H23NO4 (178413-84-8) → (R)-2-((tert-butoxycarbonyl)amino)-3-(p-tolyl)propanoic acid (80102-27-8)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 0 ℃; for 6h;

DOI:10.1016/j.bmcl.2010.08.053

Reference yield: 99.0%

tert-Butyl 2,2,2-trichloroacetimidate (98946-18-0) + (2S)-3-(4-methylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid (80102-27-8,110762-12-4,80102-26-7) → 3-(4-methylphenyl)-2-L-tert-butoxycarbonylaminopropionic acid tert-butyl ester (1222084-48-1)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1002/jlcr.1701

Reference yield: 98.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + (2S)-3-(4-methylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid (80102-27-8,110762-12-4,80102-26-7) → Boc-Phe(4-Me)-Phe-OMe

Guidance literature:

With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/acs.jmedchem.6b00705

upstream raw materials:

C₁₆H₂₃NO₄

Downstream raw materials:

Boc-(pMe)Phe-N(CH₃)-OCH₃

((S)-1-carbamoyl-2-p-tolylethyl)carbamic acid tert-butyl ester

2-amino-3-p-tolyl-propionamide

[(S)-1-((S)-1-Carbamoyl-2-p-tolyl-ethylcarbamoyl)-3-methyl-butyl]-carbamic acid benzyl ester

Refernces