L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride

Base Information

• Chemical Name: L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride
• CAS No.: 123836-78-2
• Molecular Formula: C₁₆H₂₅NO₄Si*ClH
• Molecular Weight: 359.925

Synonyms:L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride

Chemical Property of L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride

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Technology Process of L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride

There total 3 articles about L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester 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: 67.0%

N-(tert-butyloxycarbonyl)-L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester (123836-67-9) → L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride (123836-78-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 2h; Ambient temperature;

DOI:10.1021/jo00290a026

Reference yield:

2-(Trimethylsilyl)ethanol (2916-68-9) → L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride (123836-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / 4-(dimethylamino)pyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 5 h / Ambient temperature

2: 67 percent / 4.5 N HCl / dioxane / 2 h / Ambient temperature

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jo00290a026

Reference yield:

BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) → L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester hydrochloride (123836-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / 4-(dimethylamino)pyridine, 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 5 h / Ambient temperature

2: 67 percent / 4.5 N HCl / dioxane / 2 h / Ambient temperature

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jo00290a026

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-aspartic acid β-benzyl-α-(trimethylsilyl)ethyl diester

2-(Trimethylsilyl)ethanol

BOC-L-aspartic acid 4-benzyl ester

Downstream raw materials:

3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(R)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

3-(carbobenzyloxy)-2(S)-(3(S)-((tert-butyloxycarbonyl)amino)-4(S)-n-propyl-2-oxo-1-pyrrolidinyl)propanoic acid (trimethylsilyl)ethyl ester

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