Alanine, 2,2-dimethylpropyl ester (9CI)

Base Information

• Chemical Name: Alanine, 2,2-dimethylpropyl ester (9CI)
• CAS No.: 125511-59-3
• Molecular Formula: C₈H₁₇NO₂
• Molecular Weight: 159.228
• Mol file: 125511-59-3.mol

Synonyms:DL-Alanine,2,2-dimethylpropyl ester; DL-Alanine neopentyl ester

Chemical Property of Alanine, 2,2-dimethylpropyl ester (9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

98%, 99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Alanine, 2,2-dimethylpropyl ester (9CI)

There total 3 articles about Alanine, 2,2-dimethylpropyl ester (9CI) 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: 78.0%

(S)-neopentyl 2-((tert-butoxycarbonyl)amino)propanoate (1234491-75-8) → (S)-neopentyl 2-((tert-butoxycarbonyl)amino)propanoate (125511-59-3,946565-75-9)

Guidance literature:

With toluene-4-sulfonic acid; In ethyl acetate; at -65 - 20 ℃;

Reference yield:

L-alanin (56-41-7,25191-17-7,18875-37-1) + 2,2-dimethyl-propanol-1 (75-84-3) + sodium carbonate (497-19-8) → (S)-neopentyl 2-((tert-butoxycarbonyl)amino)propanoate (125511-59-3,946565-75-9)

Guidance literature:

L-alanin; 2,2-dimethyl-propanol-1; With toluene-4-sulfonic acid; In toluene; Reflux; Dean-Stark;

sodium carbonate; In water; pH=9 - 10;

Reference yield:

2,2-dimethyl-propanol-1 (75-84-3) → (S)-neopentyl 2-((tert-butoxycarbonyl)amino)propanoate (125511-59-3,946565-75-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 72 h / -5 - 20 °C

2: toluene-4-sulfonic acid / ethyl acetate / -65 - 20 °C

With dmap; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; ethyl acetate;

upstream raw materials:

(S)-neopentyl 2-((tert-butoxycarbonyl)amino)propanoate

2,2-dimethyl-propanol-1

L-alanin

sodium carbonate

Downstream raw materials:

(2S)-2,2-dimethylpropyl 2-(chloro(phenoxy)phosphorylamino)propanoate

C₂₅H₃₄N₃O₁₀P

Refernces

• 1、 -. "LIVER PRODRUGS OF MITOCHONDRIAL PROTON IONOPHORES". Page/Page column 50; 51. . Retrieved 2018/06/06.
• 2、 -. "HCV POLYMERASE INHIBITORS". Page/Page column 65. . Retrieved 2015/03/28.