2-((tert-Butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid
• CAS No.: 182287-51-0
• Molecular Formula: C13H23NO5
• Molecular Weight: 273.329
• Hs Code.: 29225000
• European Community (EC) Number: 871-844-2
• DSSTox Substance ID: DTXSID90370289
• Mol file: 182287-51-0.mol

Synonyms:182287-51-0;2-((tert-Butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid;2-N-BOC-AMINO-3-(4-TETRAHYDROPYRANYL)PROPIONIC ACID;2-Boc-3-(Tetrahydropyran-4-yl)-DL-alanine;2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(oxan-4-yl)propanoic Acid;2-{[(tert-butoxy)carbonyl]amino}-3-(oxan-4-yl)propanoic acid;N-(tert-Butoxycarbonyl)-3-oxan-4-ylalanine;2-TERT-BUTOXYCARBONYLAMINO-3-(TETRAHYDRO-PYRAN-4-YL)-PROPIONIC ACID;SCHEMBL16773;DTXSID90370289;NKYZORHKIYSSEL-UHFFFAOYSA-N;MFCD02683139;AKOS013464744;AB12374;AB74545;SB13362;AS-36313;CS-0308086;FT-0689427;EN300-1071168;alpha-(Boc-amino)tetrahydropyran-4-propanoic acid;A1-00760;2-N-Boc-Amino-3-(4-tetrahydropyranyl)propanoic acid;F8887-2412;Z1201004990;2-N-Boc-amino-3-(4-tetrahydropyranyl)propionic acid, AldrichCPR;2-t-butoxycarbonylamino-3-(tetrahydro-pyran-4-yl)-propionic acid;2-t-butoxycarbonylamino-3-(tetrahydropyran-4-yl)-propionic acid;2-((tert-Butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoicacid;|A-[[(1,1-Dimethylethoxy)carbonyl]amino]tetrahydro-2H-pyran-4-propanoic acid;2H-Pyran-4-propanoic acid, alpha-[[(1,1-dimethylethoxy)carbonyl]amino]tetrahydro-

Chemical Property of 2-((tert-Butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid

Chemical Property:

• Appearance/Colour: white to off-white chunks
• Vapor Pressure: 8.92E-09mmHg at 25°C
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 434.8 °C at 760 mmHg
• Flash Point: 216.7 °C
• PSA: 84.86000
• Density: 1.1321 (rough estimate)
• LogP: 2.17190
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 273.15762283
• Heavy Atom Count: 19
• Complexity: 318

Purity/Quality:

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

2-N-Boc-amino-3-(4-tetrahydropyranyl)propionicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1CCOCC1)C(=O)O

Technology Process of 2-((tert-Butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid

There total 4 articles about 2-((tert-Butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)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:

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde (50675-18-8) → 2-((tert-butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid (182287-51-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 18 h / 0 - 23 °C / Inert atmosphere

2: hydrogen; palladium carbon (20 wt%) / methanol / 3 h / 23 °C

3: water; lithium hydroxide / tetrahydrofuran; methanol / 4 h / 23 °C / Inert atmosphere

With palladium carbon (20 wt%); water; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; 1: |Horner-Wadsworth-Emmons Olefination;

Reference yield:

methyl 2-((tert-butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoate → 2-((tert-butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid (182287-51-0)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 23 ℃; for 4h; Inert atmosphere;

Reference yield:

methyl (Z)-2-((tert-butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)acrylate (1620300-12-0) → 2-((tert-butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)propanoic acid (182287-51-0)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; palladium carbon (20 wt%) / methanol / 3 h / 23 °C

2: water; lithium hydroxide / tetrahydrofuran; methanol / 4 h / 23 °C / Inert atmosphere

With palladium carbon (20 wt%); water; hydrogen; lithium hydroxide; In tetrahydrofuran; methanol;

upstream raw materials:

methyl (Z)-2-((tert-butoxycarbonyl)amino)-3-(tetrahydro-2H-pyran-4-yl)acrylate

3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

Refernces