2-((Tert-butoxycarbonyl)amino)pent-4-ynoic acid

Base Information

• Chemical Name: 2-((Tert-butoxycarbonyl)amino)pent-4-ynoic acid
• CAS No.: 61172-66-5
• Molecular Formula: C10H15NO4
• Molecular Weight: 213.233
• European Community (EC) Number: 822-275-3
• DSSTox Substance ID: DTXSID80393205
• Nikkaji Number: J2.496.266K
• Mol file: 61172-66-5.mol

Synonyms:61172-66-5;2-((tert-butoxycarbonyl)amino)pent-4-ynoic acid;2-(Boc-amino)-4-pentynoic acid;2-[(2-methylpropan-2-yl)oxycarbonylamino]pent-4-ynoic Acid;Boc-Pra-OH;2-{[(tert-butoxy)carbonyl]amino}pent-4-ynoic acid;2-tert-Butoxycarbonylamino-pent-4-ynoic acid;(S)-N-Boc-Propargylglycine;MFCD01320855;MFCD01320886;(S)-2-(Boc-amino)-4-pentynoic Acid;Boc-Propargyl-Gly-OH;(S)-2-(Boc-amino)-4-pentynoic acid;SCHEMBL305190;DTXSID80393205;AMKHAJIFPHJYMH-UHFFFAOYSA-N;BCP16078;MFCD18207317;AKOS013464752;SB17964;PD196946;SY035268;SY035325;tert-butyoxycarbonylaminopent-4-ynoic acid;CS-0106941;FT-0649683;FT-0649769;FT-0740961;2-((tert-butoxycarbonyl)amino)pent-4-ynoicacid;2-(tert-Butoxycarbonylamino)-4-pentyneoic acid;EN300-118265;F11617;2-(Boc-amino)-4-pentynoic acid (Boc-DL-Pra-OH);F8881-1261;Z1201005000

Chemical Property of 2-((Tert-butoxycarbonyl)amino)pent-4-ynoic acid

Chemical Property:

• PSA: 79.12000
• LogP: 1.19200
• Storage Temp.: Sealed in dry,Room Temperature
• 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

2-(Boc-amino)-4-pentynoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC#C)C(=O)O

Technology Process of 2-((Tert-butoxycarbonyl)amino)pent-4-ynoic acid

There total 2 articles about 2-((Tert-butoxycarbonyl)amino)pent-4-ynoic 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: 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