(r)-2-Amino-2-(tetrahydro-2h-pyran-4-yl)acetic acid

Base Information

• Chemical Name: (r)-2-Amino-2-(tetrahydro-2h-pyran-4-yl)acetic acid
• CAS No.: 475649-32-2
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.18
• European Community (EC) Number: 676-257-3
• DSSTox Substance ID: DTXSID90363717
• Mol file: 475649-32-2.mol

Synonyms:475649-32-2;(r)-2-amino-2-(tetrahydro-2h-pyran-4-yl)acetic acid;D-4'-Tetrahydropyranylglycine;(2R)-2-amino-2-(oxan-4-yl)acetic acid;(d)-4'-tetrahydropyranylglycine;(r)-amino-(tetrahydro-pyran-4-yl)-acetic acid;(r)-2-amino-2-(tetrahydro-2h-pyran-4-yl)aceticacid;MFCD01631205;(R)-2-(Tetrahydro-pyran-4-yl)-glycine;(R)-2-Amino-2-(4-tetrahydropyranyl)acetic Acid;DTXSID90363717;CS-D0013;HY-20838A;AKOS006335110;DS-13292;EN300-1300866;Q-103204;(R)-2-amino-2-(tetrahydro-2H-pyran-4-yl)acetic acid;D-4'-TETRAHYDROPYRANYLGLYCINE

Chemical Property of (r)-2-Amino-2-(tetrahydro-2h-pyran-4-yl)acetic acid

Chemical Property:

• Vapor Pressure: 8.62E-05mmHg at 25°C
• Boiling Point: 316.7°C at 760 mmHg
• PKA: 2.25±0.10(Predicted)
• Flash Point: 145.3°C
• PSA: 72.55000
• Density: 1.211
• LogP: 0.52520
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 159.08954328
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

97% ^*data from raw suppliers

(R)-2-Amino-2-(tetrahydro-2H-pyran-4-yl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCC1C(C(=O)O)N
• Isomeric SMILES: C1COCCC1[C@H](C(=O)O)N

Technology Process of (r)-2-Amino-2-(tetrahydro-2h-pyran-4-yl)acetic acid

There total 5 articles about (r)-2-Amino-2-(tetrahydro-2h-pyran-4-yl)acetic 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) + potassium cyanide (151-50-8) → 2-amino-2-(oxan-4-yl)acetic acid (53284-84-7,475649-32-2)

Guidance literature:

With methanol; ammonium chloride;

Reference yield:

C7H9O4(1-)*Na(1+) → (S)-2-amino-2-(tetrahydro-2 H-pyran-4-yl)acetic acid (811842-25-8,475649-32-2)

Guidance literature:

With formate dehydrogenase; leucine dehydrogenase; ammonia; ammonium formate; nicotinamide adenine dinucleotide; In water; at 30 ℃; pH=8-8.5; enantioselective reaction; Enzymatic reaction;

Reference yield:

tetrahydro-2H-pyran-4-carboxylic acid (5337-03-1) → (S)-2-amino-2-(tetrahydro-2 H-pyran-4-yl)acetic acid (811842-25-8,475649-32-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: isopropylmagnesium chloride / tetrahydrofuran / 1.5 h / -10 - 0 °C

1.2: 2 h / Reflux

1.3: 1 h / -30 - 20 °C

2.1: water; potassium hydroxide; dipotassium hydrogenphosphate / methanol / 1 h / 20 °C

3.1: sodium methylate / isopropyl alcohol / 0.08 h / Cooling with ice

4.1: formate dehydrogenase; nicotinamide adenine dinucleotide; ammonia; ammonium formate; leucine dehydrogenase / water / 30 °C / pH 8-8.5 / Enzymatic reaction

With dipotassium hydrogenphosphate; formate dehydrogenase; leucine dehydrogenase; ammonia; water; isopropylmagnesium chloride; ammonium formate; sodium methylate; nicotinamide adenine dinucleotide; potassium hydroxide; In tetrahydrofuran; methanol; water; isopropyl alcohol;

upstream raw materials:

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

potassium cyanide

tetrahydro-2H-pyran-4-carboxylic acid

C₉H₁₄O₄

Downstream raw materials:

2-amino-2-(tetrahydro-2H-pyran-4-yl)ethanol

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