2-Amino-2-(benzo[d][1,3]dioxol-5-yl)acetic acid

Base Information

• Chemical Name: 2-Amino-2-(benzo[d][1,3]dioxol-5-yl)acetic acid
• CAS No.: 39533-43-2
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID30394601
• Nikkaji Number: J1.289.636K
• ChEMBL ID: CHEMBL4083155
• Mol file: 39533-43-2.mol

Synonyms:39533-43-2;2-Amino-2-(benzo[d][1,3]dioxol-5-yl)acetic acid;Amino-benzo[1,3]dioxol-5-yl-acetic acid;2-amino-2-(1,3-benzodioxol-5-yl)acetic acid;MFCD00858979;amino(1,3-benzodioxol-5-yl)acetic acid;SCHEMBL7684418;CHEMBL4083155;2-AMINO-2-(2H-1,3-BENZODIOXOL-5-YL)ACETIC ACID;DTXSID30394601;2-(1,3-Benzodioxole-5-yl)glycine;BBL022168;STK139063;AKOS001476021;AB07458;AB33169;AB33171;DS-1729;BB 0249652;CS-0314822;FT-0767262;AMINO-BENZO[1,3]DIOXOL-5-YL-ACETICACID;2-Amino-2-(3,4-methylenedioxyphenyl)acetic acid;(R)-AMINO-BENZO[1,3]DIOXOL-5-YL-ACETIC ACID;Amino(1,3-benZodioxol-5-yl)acetic acid (H-DL-Gly(1,3-BenZodioxol-5-yl)-OH)

Chemical Property of 2-Amino-2-(benzo[d][1,3]dioxol-5-yl)acetic acid

Chemical Property:

• Vapor Pressure: 4.67E-06mmHg at 25°C
• Boiling Point: 367.8oC at 760 mmHg
• Flash Point: 176.2oC
• PSA: 81.78000
• Density: 1.473g/cm3
• LogP: 1.20000
• Storage Temp.: 2-8°C
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-2-(benzo[D][1,3]dioxol-5-y)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)C(C(=O)O)N

Technology Process of 2-Amino-2-(benzo[d][1,3]dioxol-5-yl)acetic acid

There total 8 articles about 2-Amino-2-(benzo[d][1,3]dioxol-5-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: 86.0%

benzo[1,3]dioxol-5-yl-benzylamino-acetic acid (271583-27-8) → amino-benzo[1,3]dioxol-5-yl acetic acid (39533-43-2)

Guidance literature:

With sodium hydroxide; hydrazine hydrate; palladium on activated charcoal; In water; for 10h; Heating;

DOI:10.1080/00397910008087127

Reference yield: 35.0%

5-<3,4-(methylenedioxy)phenyl>hydantoin (116435-49-5) → amino-benzo[1,3]dioxol-5-yl acetic acid (39533-43-2)

Guidance literature:

With barium dihydroxide; In water; for 18h; Heating;

DOI:10.1021/jm00178a011

Reference yield:

piperonal (120-57-0,30024-74-9) → amino-benzo[1,3]dioxol-5-yl acetic acid (39533-43-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Na₂S₂O₅ / methanol; H₂O / 2 h / 35 °C

2: 90 percent / aq. H₂O₂; K₂CO₃ / dimethylsulfoxide / 16.5 h / 21 - 35 °C

3: 82 percent / NaOH; H₂O / various solvent(s) / 3.5 h / Heating

4: 86 percent / hydrazine hydrate; NaOH / Pd/C / H₂O; various solvent(s) / 10 h / Heating

With sodium metabisulfite; sodium hydroxide; water; dihydrogen peroxide; potassium carbonate; hydrazine hydrate; palladium on activated charcoal; In methanol; water; dimethyl sulfoxide; 1: Addition / 2: Hydrolysis / 3: Hydrolysis / 4: Hydrogenolysis;

DOI:10.1080/00397910008087127

upstream raw materials:

2-(benzo[d][1,3]dioxol-6-yl)-2-hydroxyacetonitrile

5-<3,4-(methylenedioxy)phenyl>hydantoin

benzo[1,3]dioxol-5-yl-benzylamino-acetic acid

piperonal

Downstream raw materials:

(6R,7R)-7-((R)-2-Amino-2-benzo[1,3]dioxol-5-yl-acetylamino)-3-methyl-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid

(R)-(-)-N-(tert-butoxycarbonyl)-3,4-(methylenedioxy)phenylglycine

3,4-(methylenedioxy)mandelic acid

Refernces

• 1、 Davies, Antony J.,Ashwood, Michael S.,Cottrell, Ian F.. "A facile synthesis of substituted phenylglycines". . p. 1095 - 1102. Retrieved 2007/10/03.