Allyloxycarbonylaminoacetic acid

Base Information

• Chemical Name: Allyloxycarbonylaminoacetic acid
• CAS No.: 90711-56-1
• Molecular Formula: C6H9NO4
• Molecular Weight: 159.142
• Hs Code.: 2924297099
• European Community (EC) Number: 821-782-7
• DSSTox Substance ID: DTXSID80474881
• Wikidata: Q82305038
• Mol file: 90711-56-1.mol

Synonyms:90711-56-1;Alloc-Gly-OH;allyloxycarbonylaminoacetic acid;2-(prop-2-enoxycarbonylamino)acetic Acid;N-allyloxycarbonyl glycine;2-{[(prop-2-en-1-yloxy)carbonyl]amino}acetic acid;N-{[(Prop-2-en-1-yl)oxy]carbonyl}glycine, ({[(Prop-2-en-1-yl)oxy]carbonyl}amino)acetic acid;N-[(Allyloxy)carbonyl]glycine;AllocGlyOH;Aloc-Gly-OH;N-allyloxycarbonylglycine;N-(allyloxycarbonyl)glycine;((Allyloxy)carbonyl)glycine;SCHEMBL4680857;N-alpha-Allyloxycarbonyl-glycine;DTXSID80474881;ZNUQQBSUOAMEBA-UHFFFAOYSA-N;AKOS006243268;FT-0716510;EN300-866702

Chemical Property of Allyloxycarbonylaminoacetic acid

Chemical Property:

• PSA: 79.12000
• LogP: 0.18760
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 159.05315777
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

Alloc-Gly-OH 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCOC(=O)NCC(=O)O

Technology Process of Allyloxycarbonylaminoacetic acid

There total 7 articles about Allyloxycarbonylaminoacetic 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: 83.0%

N-(allyloxycarbonyloxy)picolinimidoyl cyanide (1235983-30-8) + glycine (56-40-6,18875-39-3,25718-94-9) → 2-[{(allyloxy)carbonyl}amino]acetic acid (90711-56-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; pH=8;

DOI:10.1002/ejoc.201000028

Reference yield: 80.0%

glycine (56-40-6,18875-39-3,25718-94-9) + allyl 1H-benzo[d][1,2,3]triazole-1-carboxylate (114416-17-0) → 2-[{(allyloxy)carbonyl}amino]acetic acid (90711-56-1)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 2h;

DOI:10.1055/s-0030-1261160

Reference yield: 74.0%

diallyl dicarbonate (115491-93-5) + glycine (56-40-6,18875-39-3,25718-94-9) → 2-[{(allyloxy)carbonyl}amino]acetic acid (90711-56-1)

Guidance literature:

In 1,4-dioxane; water; for 18h; Heating;

DOI:10.1016/S0040-4039(01)81059-5

upstream raw materials:

N-Alloc-Gly-OEt

glycine

Allyl chloroformate

diallyl dicarbonate

Downstream raw materials:

(3S,5S)-3-(2-tert-butoxycarbonylaminoethyl)-5-(allyloxycarbonylaminomethyl)-1-(3,5-dichlorobenzyll)-1,4-diazepan-2-one

(S)-9-fluorenylmethyl 10-(3,5-dichlorobenzyl)-2,2-dimethyl-4,9,13,16-tetraoxo-3,17-dioxa-5,10,15-triazaiscos-19-en-8-ylcarbamate

Aloc-Gly-Phe-OtBu

Refernces

• 1、 Martin-Gómez, Helena,Albericio, Fernando,Tulla-Puche, Judit. "A Lasso-Inspired Bicyclic Peptide: Synthesis, Structure and Properties". supporting information. p. 19250 - 19257. Retrieved 2018/12/11.
• 2、 Ibrahim, Tarek S.,Tala, Srinivasa R.,El-Feky, Said A.,Abdel-Samii, Zakaria K.,Katritzky, Alan R.. "Benzotriazole reagents for the syntheses of Fmoc-, Boc-, and Alloc-protected amino acids". supporting information; experimental part. p. 2013 - 2016. Retrieved 2011/10/08.