Boc-(R)-3-amino-5-hexynoic acid

Base Information

• Chemical Name: Boc-(R)-3-amino-5-hexynoic acid
• CAS No.: 332064-91-2
• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.26
• European Community (EC) Number: 635-782-8
• DSSTox Substance ID: DTXSID70426576
• Wikidata: Q72509821
• Mol file: 332064-91-2.mol

Synonyms:Boc-(R)-3-amino-5-hexynoic acid;332064-91-2;(3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]hex-5-ynoic acid;(R)-3-((tert-Butoxycarbonyl)amino)hex-5-ynoic acid;(3R)-3-{[(tert-butoxy)carbonyl]amino}hex-5-ynoic acid;Boc-D-beta-homopropargylglycine;(3R)-3-[(tert-butoxycarbonyl)amino]hex-5-ynoic acid;SCHEMBL5793341;DTXSID70426576;MFCD01860909;AKOS025295165;AC-22138;PS-12345;(R)-3-(Boc-amino)-5-hexynoic acid, 98%;EN300-10827218

Chemical Property of Boc-(R)-3-amino-5-hexynoic acid

Chemical Property:

• PSA: 75.63000
• Density: 1.129
• LogP: 1.76860
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 227.11575802
• Heavy Atom Count: 16
• Complexity: 308

Purity/Quality:

98%min ^*data from raw suppliers

Boc-D-beta-homopropargylglycine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC#C)CC(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CC#C)CC(=O)O

Technology Process of Boc-(R)-3-amino-5-hexynoic acid

There total 5 articles about Boc-(R)-3-amino-5-hexynoic 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: 81.0%

C11H15N3O3 → (R)-β-(Boc-amino)-5-hexynoic acid (332064-91-2,270596-47-9)

Guidance literature:

C₁₁H₁₅N₃O₃; With sodium hydrogencarbonate; at -5 ℃; for 0.5h;

With silver(I) acetate; triethylamine; at 30 ℃; for 2h;

With hydrogenchloride; In water; at 20 ℃; for 1h; Temperature; Reagent/catalyst;

Reference yield: 78.0%

C11H15N3O3 → (S)-3-(tert-butoxycarbonylamino)hex-5-ynoic acid (332064-91-2,270596-47-9)

Guidance literature:

C₁₁H₁₅N₃O₃; With potassium hydrogencarbonate; at -3 ℃; for 0.583333h;

With 4-methyl-morpholine; silver(l) oxide; at 33 ℃; for 1.7h;

With hydrogenchloride; In water; at 20 ℃; for 1.08333h; Reagent/catalyst; Temperature;

Reference yield:

C13H19NO6 → (R)-β-(Boc-amino)-5-hexynoic acid (332064-91-2,270596-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: di-isopropyl ether / 0.33 h / -15 - 0 °C

1.2: 0.5 h / 0 °C

2.1: sodium hydrogencarbonate / 0.5 h / -5 °C

2.2: 2 h / 30 °C

2.3: 1 h / 20 °C

With sodium hydrogencarbonate; In di-isopropyl ether; 2.1: |Wolff Rearrangement / 2.2: |Wolff Rearrangement;

upstream raw materials:

(S)-2-(tert-butoxycarbonylamino)pent-4-ynoic acid

(R)-2-((tert-butoxycarbonyl)amino)pent-4-ynoic acid