(S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester

Base Information

Chemical Name:(S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester
CAS No.:517877-36-0
Molecular Formula:C₂₀H₂₅N₃O₆
Molecular Weight:403.435
Hs Code.:

Synonyms:(S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester

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Chemical Property of (S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester

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Technology Process of (S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester

There total 4 articles about (S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester 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: 86.0%

: 100-51-6,185532-71-2
benzyl alcohol

: 517877-31-5
(S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine

: 517877-36-0
(S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1002/1522-2675(200211)85:11<3855::AID-HLCA3855>3.0.CO;2-A

Reference yield:

: 7536-58-5,98482-77-0
BOC-L-aspartic acid 4-benzyl ester

: 517877-36-0
(S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: tBuOCOCl; NEM / tetrahydrofuran

1.2: 95 percent / NaBH₄ / methanol

2.1: 70 percent / DEAD; Ph₃P / tetrahydrofuran / 96 h / -15 °C

3.1: 86 percent / H₂ / Pd/C / H₂O; dioxane; acetic acid

4.1: 86 percent / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide HCl; DMAP / dimethylformamide / 16 h / 20 °C

With dmap; N-Ethylmaleimide; hydrogen; tert-butyl chloroformate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; water; acetic acid; N,N-dimethyl-formamide; 2.1: Mitsunobu reaction;
DOI:10.1002/1522-2675(200211)85:11<3855::AID-HLCA3855>3.0.CO;2-A

Reference yield:

: 79069-16-2
benzyl (3S)-3-[(tert-butoxycarbonyl)amino]-4-hydroxybutanoate

: 517877-36-0
(S)-N-[(tert-butoxy)carbonyl]-γ-(uracil-1-yl)-β-homoalanine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / DEAD; Ph₃P / tetrahydrofuran / 96 h / -15 °C

2: 86 percent / H₂ / Pd/C / H₂O; dioxane; acetic acid

3: 86 percent / N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide HCl; DMAP / dimethylformamide / 16 h / 20 °C

With dmap; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; water; acetic acid; N,N-dimethyl-formamide; 1: Mitsunobu reaction;
DOI:10.1002/1522-2675(200211)85:11<3855::AID-HLCA3855>3.0.CO;2-A