(2R)-2-azaniumyl-2-cyclohexa-1,4-dien-1-ylacetate

Base Information

• Chemical Name: (2R)-2-azaniumyl-2-cyclohexa-1,4-dien-1-ylacetate
• CAS No.: 26774-88-9
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 2942.00
• Mol file: 26774-88-9.mol

Synonyms:

Chemical Property of (2R)-2-azaniumyl-2-cyclohexa-1,4-dien-1-ylacetate

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.00107mmHg at 25°C
• Melting Point: 280 °C (dec.)(lit.)
• Refractive Index: -155 ° (C=1, 1mol/L HCl)
• Boiling Point: 279.4 °C at 760 mmHg
• PKA: 2.17±0.10(Predicted)
• Flash Point: 122.8 °C
• PSA: 63.32000
• Density: 1.226 g/cm³
• LogP: 1.37500
• Storage Temp.: -20°C
• Solubility.: Aqueous Acid (Slightly)
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

(R)-(-)-2-(2,5-Dihydrophenyl)glycine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CCC(=C1)C(C(=O)[O-])[NH3+]
• Isomeric SMILES: C1C=CCC(=C1)[C@H](C(=O)[O-])[NH3+]
• Uses: (R)-(-)-2-(2,5-Dihydrophenyl)glycine is a cycohexadiene based amino acid used in the preparation of cephalosporin-type antibiotics such as Cephradine (C261800).

Technology Process of (2R)-2-azaniumyl-2-cyclohexa-1,4-dien-1-ylacetate

There total 3 articles about (2R)-2-azaniumyl-2-cyclohexa-1,4-dien-1-ylacetate 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: 75.1%

→ (R)?2?(2,5?dihydrophenyl)glycine (26774-88-9)

Guidance literature:

Reference yield:

(R)(-)-α-Hydrazino-1,4-cyclohexadien-1-yl-essigsaeure → (R)?2?(2,5?dihydrophenyl)glycine (26774-88-9)

Guidance literature:

With acetic acid; sodium nitrite;

Reference yield:

(R)-α-Ureido-1,4-cyclohexadien-1-yl-essigsaeure (54855-97-9) → (R)?2?(2,5?dihydrophenyl)glycine (26774-88-9)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOCl, aq. KOH

2: NaNO₂, aq. AcOH

With potassium hydroxide; sodium hypochlorite; acetic acid; sodium nitrite;

upstream raw materials:

(R)-α-Ureido-1,4-cyclohexadien-1-yl-essigsaeure

Downstream raw materials:

D-2-amino-2-(1,4-cyclohexadien-1-yl)acetic acid

Cefradine

methyl (R)-2-amino-2-(cyclohexa-1,4-dien-1-yl)acetate

(R)-2-(tert-butoxycarbonylamino)-2-(cyclohexa-1,4-dienyl)acetic acid

Refernces