Boc-L-Propargylglycine

Base Information

• Chemical Name: Boc-L-Propargylglycine
• CAS No.: 63039-48-5
• Molecular Formula: C₁₀H₁₅NO₄
• Molecular Weight: 213.233
• Hs Code.: 29241990
• European Community (EC) Number: 635-718-9
• DSSTox Substance ID: DTXSID00370331
• Nikkaji Number: J2.546.613F
• Wikidata: Q72450562
• Mol file: 63039-48-5.mol

Synonyms:Boc-L-Propargylglycine;63039-48-5;(S)-2-((tert-Butoxycarbonyl)amino)pent-4-ynoic acid;Boc-propargyl-Gly-OH;Boc-Pra-OH;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-ynoic acid;N-Boc-2-Propargyl-L-glycine;4-Pentynoic acid, 2-[[(1,1-dimethylethoxy)carbonyl]amino]-, (2S)-;(2S)-2-{[(tert-butoxy)carbonyl]amino}pent-4-ynoic acid;MFCD01320855;(S)-2-(Boc-amino)-4-pentynoic Acid;boc-propargylglycine;boc-l-propargyl glycine;Boc-L-propargyl-glycine;N-Boc-L-propargylglycine;Boc-L-2-propargylglycine;Boc-Propargyl-Gly-OH;(S)-2-(Boc-amino)-4-pentynoic acid;(S)-2-(tert-butoxycarbonylamino)pent-4-ynoic acid;SCHEMBL755894;DTXSID00370331;AMKHAJIFPHJYMH-ZETCQYMHSA-N;(S)-2-Boc-amino-4-pentynoic acid;AKOS015919573;CS-W014975;HY-W014259;DS-10616;N-(tert-Butoxycarbonyl)-L-propargylglycine;(S)-N-(Tert-butoxycarbonyl)propargylglycine;B4007;Boc-propargyl-Gly-OH, >=98.0% (HPLC);N-(tert-Butoxycarbonyl)-3-ethynyl-L-alanine;EN300-89566;(S)-2-tert-butoxycarbonylamino-pent-4-ynoic acid;A834171;(S)-2-((tert-Butoxycarbonyl)amino)pent-4-ynoicacid;(S)-2-(tert-Butoxycarbonylamino)-4-pentynoic Acid;(S)-N-tert-Butoxycarbonyl-2-amino-4-pentynoic acid;(2S)-2-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-4-pentynoic acid;(2S)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-4-pentynoic acid

Chemical Property of Boc-L-Propargylglycine

Chemical Property:

• Appearance/Colour: off-white to light yellow crystalline powder
• Vapor Pressure: 2.49E-06mmHg at 25°C
• Melting Point: 85.5 °C
• Refractive Index: 1.4368 (estimate)
• Boiling Point: 365.2 °C at 760 mmHg
• PKA: 3.53±0.10(Predicted)
• Flash Point: 174.7 °C
• PSA: 75.63000
• Density: 1.154 g/cm³
• LogP: 1.37850
• Storage Temp.: Store at 0°C
• Water Solubility.: Soluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 213.10010796
• Heavy Atom Count: 15
• Complexity: 294

Purity/Quality:

97% ^*data from raw suppliers

Boc-L-Propargylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC#C)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC#C)C(=O)O
• Uses: N-Boc-2-propargyl-L-glycine is used as pharmaceutical intermediate.

Technology Process of Boc-L-Propargylglycine

There total 2 articles about Boc-L-Propargylglycine 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: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-2-aminopent-4-ynoic acid (23235-01-0,23235-03-2,50428-03-0,64165-64-6) → (R)-2-((tert-butoxycarbonyl)amino)pent-4-ynoic acid (61172-66-5,63039-48-5,143979-37-7,63039-46-3)

Guidance literature:

di-tert-butyl dicarbonate; (R)-2-aminopent-4-ynoic acid; With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; at 20 ℃; for 3h; Inert atmosphere;

With hydrogenchloride; In 1,4-dioxane; water; pH=1.5; Inert atmosphere;

DOI:10.1002/asia.201000205

Reference yield:

N-(tert-butyloxycarbonyl) azide (1070-19-5) + L-Propargylglycine (23235-01-0,23235-03-2,50428-03-0,64165-64-6) → Boc-L-Pra-OH (61172-66-5,63039-46-3,63039-48-5,143979-37-7)

Guidance literature:

DOI:10.1016/S0040-4020(01)86435-8

Reference yield: 97.0%

C45H62N8O9 + (S)-2-(tert-butoxycarbonylamino)pent-4-ynoic acid (61172-66-5,63039-46-3,63039-48-5,143979-37-7) → C50H67N9O10

Guidance literature:

C₄₅H₆₂N₈O₉; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

(S)-2-(tert-butoxycarbonylamino)pent-4-ynoic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In dichloromethane; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1246/cl.151083

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

L-Propargylglycine

di-tert-butyl dicarbonate

(R)-2-aminopent-4-ynoic acid

Downstream raw materials:

(R)-N-Boc-propargylglycine methyl ester

(R)-β-(Boc-amino)-5-hexynoic acid

methyl (2S)-2-(tert-butoxycarbonylamino)pent-4-ynoate

(S)-2-tert-Butoxycarbonylamino-5-(2-fluoro-phenyl)-pent-4-ynoic acid