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

Base Information

Chemical Name:(S)-N-[(tert-butoxy)carbonyl]-γ-(cytosin-1-yl)-β-homoalanine benzyl ester
CAS No.:517877-39-3
Molecular Formula:C₂₀H₂₆N₄O₅
Molecular Weight:402.45
Hs Code.:

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

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

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

There total 7 articles about (S)-N-[(tert-butoxy)carbonyl]-γ-(cytosin-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: 96.0%

: 517877-38-2
(S)-N-[(tert-butoxy)carbonyl]-γ-[4-(3'-nitro1',2',4'-triazol-1'-yl)-2-oxo-1H-pyrimidin-1-yl]-β-homoalanine benzyl ester

: 517877-39-3
(S)-N-[(tert-butoxy)carbonyl]-γ-(cytosin-1-yl)-β-homoalanine benzyl ester

Guidance literature:: With ammonium hydroxide; In 1,4-dioxane; at 20 ℃; for 1h;
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

: 517877-39-3
(S)-N-[(tert-butoxy)carbonyl]-γ-(cytosin-1-yl)-β-homoalanine benzyl ester

Guidance literature:: Multi-step reaction with 7 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

5.1: pyridine

6.1: 1.03 g / pyridine / 16 h / 20 °C

7.1: 96 percent / aq. NH₃ / dioxane / 1 h / 20 °C

With pyridine; dmap; N-Ethylmaleimide; ammonium hydroxide; 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

: 517877-39-3
(S)-N-[(tert-butoxy)carbonyl]-γ-(cytosin-1-yl)-β-homoalanine benzyl ester

Guidance literature:: Multi-step reaction with 6 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

4: pyridine

5: 1.03 g / pyridine / 16 h / 20 °C

6: 96 percent / aq. NH₃ / dioxane / 1 h / 20 °C

With pyridine; dmap; ammonium hydroxide; 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