2-{[tert-Butoxy(hydroxy)methylidene]amino}-3-(pyridin-4-yl)propanoate

Base Information

• Chemical Name: 2-{[tert-Butoxy(hydroxy)methylidene]amino}-3-(pyridin-4-yl)propanoate
• CAS No.: 37535-58-3
• Molecular Formula: C13H18N2O4
• Molecular Weight: 266.297
• Hs Code.: 29223900
• DSSTox Substance ID: DTXSID30958621
• Wikidata: Q72450585
• Mol file: 37535-58-3.mol

Synonyms:DTXSID30958621;2-{[tert-Butoxy(hydroxy)methylidene]amino}-3-(pyridin-4-yl)propanoate

Chemical Property of 2-{[tert-Butoxy(hydroxy)methylidene]amino}-3-(pyridin-4-yl)propanoate

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 4.82E-09mmHg at 25°C
• Melting Point: 223-229 °C
• Refractive Index: 1.6450 (estimate)
• Boiling Point: 454.3 °C at 760 mmHg
• PKA: 3.43±0.10(Predicted)
• Flash Point: 228.5 °C
• PSA: 88.52000
• Density: 1.2 g/cm³
• LogP: 1.99290
• Storage Temp.: Store at 0-5°C
• Sensitive.: Air & Moisture Sensitive
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 265.11883203
• Heavy Atom Count: 19
• Complexity: 314

Purity/Quality:

97% ^*data from raw suppliers

Boc-D-4-Pal-OH ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-{[tert-Butoxy(hydroxy)methylidene]amino}-3-(pyridin-4-yl)propanoate

There total 1 articles about 2-{[tert-Butoxy(hydroxy)methylidene]amino}-3-(pyridin-4-yl)propanoate 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:

(R)-2-amino-3-(pyridin-4-yl)-1-propanol (348334-73-6) → (R)-2-(tert-butoxycarbonylamino)-3-(pyridin-4-yl)propanoic acid (37535-58-3)

Guidance literature:

Reference yield: 96.0%

1-(2-Methoxyphenyl)piperazine (35386-24-4) + (R)-2-(tert-butoxycarbonylamino)-3-(pyridin-4-yl)propanoic acid (37535-58-3) → (R)-{2-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-2-oxo-1-pyridin-4-ylmethyl-ethyl}-carbamic acid tert-butyl ester (851685-40-0)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

Reference yield: 94.0%

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) + (R)-2-(tert-butoxycarbonylamino)-3-(pyridin-4-yl)propanoic acid (37535-58-3) → (R)-3-(1-((benzyloxy)carbonyl)piperidin-4-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid

Guidance literature:

(R)-2-(tert-butoxycarbonylamino)-3-(pyridin-4-yl)propanoic acid; With hydrogenchloride; platinum(IV) oxide; hydrogen; In methanol; water; at 20 ℃; for 24h;

N-(Benzyloxycarbonyloxy)succinimide; With sodium hydrogencarbonate; In water; acetonitrile; at 20 ℃; for 15h;

DOI:10.1016/j.bmc.2019.04.029

upstream raw materials:

(R)-2-amino-3-(pyridin-4-yl)-1-propanol

Downstream raw materials:

[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-4-yl)-2-tert-butoxycarbonylamino-propionylamino]-acetic acid methyl ester

(R)-N-[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-3-(1-carbamimidoyl-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionamide

[(R)-3-(1-{Benzyloxycarbonylamino-[(Z)-benzyloxycarbonylimino]-methyl}-piperidin-4-yl)-2-phenylmethanesulfonylamino-propionylamino]-acetic acid methyl ester

3-{[(R)-1-{[((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-ylcarbamoyl)-methyl]-carbamoyl}-2-(1-carbamimidoyl-piperidin-4-yl)-ethylsulfamoyl]-methyl}-benzoic acid methyl ester