Boc-L-2-Pyridylalanine

Base Information

• Chemical Name: Boc-L-2-Pyridylalanine
• CAS No.: 71239-85-5
• Molecular Formula: C13H18N2O4
• Molecular Weight: 266.297
• Hs Code.: 29333990
• European Community (EC) Number: 623-722-3
• DSSTox Substance ID: DTXSID70370328
• Wikidata: Q72450581
• Mol file: 71239-85-5.mol

Synonyms:71239-85-5;Boc-L-2-Pyridylalanine;Boc-3-(2-pyridyl)-L-alanine;(S)-2-((tert-Butoxycarbonyl)amino)-3-(pyridin-2-yl)propanoic acid;BOC-2-PAL-OH;Boc-L-3-(2-pyridyl)-alanine;N-Boc-3-(2-pyridyl)-L-alanine;Boc-3-(2-pyridyl)-Ala-OH;BOC-2'-PYRIDYL-L-ALA;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-pyridin-2-ylpropanoic acid;N-(tert-butoxycarbonyl)-3-pyridin-2-yl-L-alanine;(S)-2-(tert-butoxycarbonylamino)-3-(pyridin-2-yl)propanoic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(pyridin-2-yl)propanoic acid;(2S)-2-(tert-butoxycarbonylamino)-3-(2-pyridyl)propanoic acid;N-tert-Butoxycarbonyl-L-3-(2-Pyridyl) Alanine;BOC-ALA(2-PYRI)-OH;SCHEMBL215178;DTXSID70370328;KMODKKCXWFNEIK-JTQLQIEISA-N;MFCD00191190;N-(boc)-3-(2-pyridyl)-l-alanine;AKOS015891615;AKOS015920640;AC-9952;CS-W003985;DS-1089;HY-W003985;Boc-L-2-pyridylalanine (Boc-L-2Pal-OH);AM20070111;B4293;EN300-77283;A837126;N-(tert-Butoxycarbonyl)-3-(2-pyridyl)-L-alanine;Boc-3-(2-pyridyl)-Ala-OH, >=98.0% (TLC);J-505266;(2S)-(tert-butoxycarbonylamino)-3-(2-pyridyl)propanoic acid;(S)-2-tert-butoxycarbonylamino-3-pyridin-2-ylpropionic acid;(2S)-2-(tert-butoxycarbonylamino)-3-(2-pyridyl)-propanoic acid;(2S)-2-[(tert-butoxycarbonyl)amino]-3-(2-pyridyl)propanoic acid

Chemical Property of Boc-L-2-Pyridylalanine

Chemical Property:

• Appearance/Colour: off-white to beige powder
• Vapor Pressure: 2.09E-08mmHg at 25°C
• Melting Point: 141 °C(dec.)
• Refractive Index: 1.53
• Boiling Point: 436.9 °C at 760 mmHg
• PKA: 3.09±0.10(Predicted)
• Flash Point: 218 °C
• PSA: 88.52000
• Density: 1.2 g/cm³
• LogP: 1.99290
• Storage Temp.: Store at 0-5°C
• Solubility.: slightly sol. in Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 266.12665706
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

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

Boc-L-3-(2-pyridyl)-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-60-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=N1)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=N1)C(=O)O

Technology Process of Boc-L-2-Pyridylalanine

There total 4 articles about Boc-L-2-Pyridylalanine 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: 81.6%

di-tert-butyl dicarbonate (24424-99-5) + (S)-2-amino-3-(pyridin-2-yl)propanoic acid (37535-51-6,17407-39-5,37535-52-7) → N-(t-butoxycarbonyl)-3-(pyridin-2-yl)-DL-alanine (71239-85-5,98266-32-1)

Guidance literature:

With sodium hydroxide; In water; tert-butyl alcohol; for 1.33333h; Ambient temperature;

Reference yield:

diethyl 2-acetamido-2-(methylpyridin-2-yl)malonate (19814-60-9) → N-(t-butoxycarbonyl)-3-(pyridin-2-yl)-DL-alanine (71239-85-5,98266-32-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 6N NaOH / 1.) EtOH, RT, 1.5 h, 2.) dioxane, reflux, 1.5 h

2: 86.2 percent

3: 64 percent / 6N HCl / 4 h / Heating

4: 81.6 percent / 4N NaOH / 2-methyl-propan-2-ol; H₂O / 1.33 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; In water; tert-butyl alcohol;

Reference yield:

Nα-acetyl-β-(2-pyridyl)-DL-alanine ethyl ester (185379-37-7) → N-(t-butoxycarbonyl)-3-(pyridin-2-yl)-DL-alanine (71239-85-5,98266-32-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 86.2 percent

2: 64 percent / 6N HCl / 4 h / Heating

3: 81.6 percent / 4N NaOH / 2-methyl-propan-2-ol; H₂O / 1.33 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; In water; tert-butyl alcohol;

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-amino-3-(pyridin-2-yl)propanoic acid

diethyl 2-acetamido-2-(methylpyridin-2-yl)malonate

N^α-acetyl-β-(2-pyridyl)-L-alanine

Downstream raw materials:

tert-butyl [(2S)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl]piperidin-1-yl}-1-oxo-3-(pyridin-2-yl)propan-2-yl]carbamate

(4aS,8aR)-2-{1-[(2S)-2-amino-3-(pyridin-2-yl)propanoyl]piperidin-4-yl}-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one hydrochloride

4-[5-(cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-N-[(2S)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl]piperidin-1-yl}-1-oxo-3-(pyridin-2-yl)propan-2-yl]-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide

4-[5-(cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-N-[(2S)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl]piperidin-1-yl}-1-oxo-3-(pyridin-2-yl)propan-2-yl]-6-methyl-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide

Refernces