Boc-(S)-3-Amino-5-hexenoic acid

Base Information

• Chemical Name: Boc-(S)-3-Amino-5-hexenoic acid
• CAS No.: 270263-03-1
• Molecular Formula: C₁₁H₁₉NO₄
• Molecular Weight: 229.276
• Hs Code.: 29241990
• European Community (EC) Number: 635-768-1
• DSSTox Substance ID: DTXSID80375864
• Mol file: 270263-03-1.mol

Synonyms:270263-03-1;Boc-(S)-3-Amino-5-hexenoic acid;(S)-3-((tert-Butoxycarbonyl)amino)hex-5-enoic acid;(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]hex-5-enoic Acid;(S)-3-(Boc-amino)-5-hexenoic acid;Boc-L-beta-homoallylglycine;MFCD01861087;(S)-3-((tert-Butoxycarbonyl)amino)hex-5-enoicacid;(3S)-3-[(tert-butoxycarbonyl)amino]hex-5-enoic acid;SCHEMBL17866121;DTXSID80375864;RFHPQLCVYMBPRF-QMMMGPOBSA-N;AKOS015948929;AC-22131;PS-12326;(S)-3-(Boc-amino)-5-hexenoic acid, 98%;D78487;EN300-7321918;A818854;(3S)-3-{[(tert-butoxy)carbonyl]amino}hex-5-enoic acid

Chemical Property of Boc-(S)-3-Amino-5-hexenoic acid

Chemical Property:

• Vapor Pressure: 1.45E-06mmHg at 25°C
• Refractive Index: 1.472
• Boiling Point: 372.23 °C at 760 mmHg
• PKA: 4.43±0.10(Predicted)
• Flash Point: 178.919 °C
• Density: 1.079 g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 268

Purity/Quality:

97% ^*data from raw suppliers

Boc-L-beta-homoallylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-24/25

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
• Uses: (S)-3-(Boc-amino)-5-hexenoic acid can be used as a reactant for the preparation of lactam bridged peptide mimics by peptide coupling and olefin metathesis.

Technology Process of Boc-(S)-3-Amino-5-hexenoic acid

There total 4 articles about Boc-(S)-3-Amino-5-hexenoic 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:

(S)-tert-butyl (1-diazo-2-oxohex-5-en-3-yl)carbamate → (S)-3-((tert-butoxycarbonyl)amino)hex-5-enoic acid (270263-03-1)

Guidance literature:

With silver(l) oxide; In 1,4-dioxane; water; at 20 ℃; Sonication;

Reference yield:

L-allylglycine (16338-48-0) → (S)-3-((tert-butoxycarbonyl)amino)hex-5-enoic acid (270263-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / water; 1,4-dioxane / 16 h / 0 - 20 °C

2.1: triethylamine / tetrahydrofuran / 2 h / 0 °C

2.2: 2 h / 0 °C

3.1: silver(l) oxide / water; 1,4-dioxane / 20 °C / Sonication

With triethylamine; sodium hydroxide; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; water;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (S)-3-((tert-butoxycarbonyl)amino)hex-5-enoic acid (270263-03-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydroxide / water; 1,4-dioxane / 16 h / 0 - 20 °C

2.1: triethylamine / tetrahydrofuran / 2 h / 0 °C

2.2: 2 h / 0 °C

3.1: silver(l) oxide / water; 1,4-dioxane / 20 °C / Sonication

With triethylamine; sodium hydroxide; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; water;

upstream raw materials:

L-allylglycine

di-tert-butyl dicarbonate

(2S)-2-[(tert-butoxycarbonyl)amino]pent-4-enoic acid