3-{1-[(1S)-1-carboxy-2-phenylethyl]-1H-1,2,3-triazol-4-yl}-L-alanine hydrochloride

Base Information

• Chemical Name: 3-{1-[(1S)-1-carboxy-2-phenylethyl]-1H-1,2,3-triazol-4-yl}-L-alanine hydrochloride
• CAS No.: 1261352-19-5
• Molecular Formula: C₁₄H₁₆N₄O₄*ClH
• Molecular Weight: 340.766
• Mol file: 1261352-19-5.mol

Synonyms:

Chemical Property of 3-{1-[(1S)-1-carboxy-2-phenylethyl]-1H-1,2,3-triazol-4-yl}-L-alanine hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-{1-[(1S)-1-carboxy-2-phenylethyl]-1H-1,2,3-triazol-4-yl}-L-alanine hydrochloride

There total 7 articles about 3-{1-[(1S)-1-carboxy-2-phenylethyl]-1H-1,2,3-triazol-4-yl}-L-alanine hydrochloride 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:

C19H24N4O6 (1261352-29-7) → 3-{1-[(1S)-1-carboxy-2-phenylethyl]-1H-1,2,3-triazol-4-yl}-L-alanine hydrochloride (1261352-19-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2010.09.139

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → 3-{1-[(1S)-1-carboxy-2-phenylethyl]-1H-1,2,3-triazol-4-yl}-L-alanine hydrochloride (1261352-19-5)

Guidance literature:

Multi-step reaction with 5 steps

1: copper(ll) sulfate pentahydrate; triflic azide; triethylamine / water; acetonitrile / 0.5 h / 0 °C

2: thionyl chloride / 0 - 20 °C / Inert atmosphere

3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C

4: water; lithium hydroxide / tetrahydrofuran / 0 - 20 °C

5: hydrogenchloride / 1,4-dioxane; water / 0 - 20 °C

With hydrogenchloride; thionyl chloride; copper(ll) sulfate pentahydrate; triflic azide; water; sodium L-ascorbate; triethylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; acetonitrile; tert-butyl alcohol; 3: Huisgen Cycloaddition;

DOI:10.1016/j.bmcl.2010.09.139

Reference yield:

(2S)-2-amino-4-pentynoic acid (23235-01-0) → 3-{1-[(1S)-1-carboxy-2-phenylethyl]-1H-1,2,3-triazol-4-yl}-L-alanine hydrochloride (1261352-19-5)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydroxide / 1,4-dioxane; water / 2.25 h / 0 - 20 °C

2: copper(ll) sulfate pentahydrate; sodium L-ascorbate / water; tert-butyl alcohol / 20 °C

3: water; lithium hydroxide / tetrahydrofuran / 0 - 20 °C

4: hydrogenchloride / 1,4-dioxane; water / 0 - 20 °C

With hydrogenchloride; copper(ll) sulfate pentahydrate; water; sodium L-ascorbate; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; tert-butyl alcohol; 2: Huisgen Cycloaddition;

DOI:10.1016/j.bmcl.2010.09.139

upstream raw materials:

N-(tert-butoxycarbonyl)-3-{1-[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]-1H-1,2,3-triazol-4-yl}-L-alanine

C₁₉H₂₄N₄O₆

L-phenylalanine

(2S)-2-amino-4-pentynoic acid