[(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid

Base Information

Chemical Name:[(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid
CAS No.:194920-28-0
Molecular Formula:C₂₃H₂₉N₅O₈
Molecular Weight:503.512
Hs Code.:

Synonyms:[(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid

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Chemical Property of [(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid

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Technology Process of [(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid

There total 9 articles about [(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid 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: 90.0%

: 194920-12-2
[(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester

: 194920-28-0
[(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; water; for 0.5h; Ambient temperature;
DOI:10.1021/jo970111p

Reference yield:

: 63491-82-7
tert-Butoxycarbonyl-L-homoserine DCHA salt

: 194920-28-0
[(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / dimethylformamide / Ambient temperature

2: 75 percent / NBS, PPh₃ / CH₂Cl₂; pyridine / Ambient temperature

3: 61 percent / NaH / dimethylformamide

4: 86 percent / NaOH / H₂O; dioxane / 0.5 h / Ambient temperature

5: EDC / dimethylformamide / 1.5 h / Ambient temperature

6: Et₃N / dimethylformamide / Ambient temperature

7: 90 percent / NaOH / dioxane; H₂O / 0.5 h / Ambient temperature

With sodium hydroxide; N-Bromosuccinimide; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; triphenylphosphine; In 1,4-dioxane; pyridine; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo970111p

Reference yield:

: 76969-87-4
methyl (2S)-4-bromo-2-[(tert-butoxycarbonyl)amino]butanoate

: 194920-28-0
[(S)-4-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / NaH / dimethylformamide

2: 86 percent / NaOH / H₂O; dioxane / 0.5 h / Ambient temperature

3: EDC / dimethylformamide / 1.5 h / Ambient temperature

4: Et₃N / dimethylformamide / Ambient temperature

5: 90 percent / NaOH / dioxane; H₂O / 0.5 h / Ambient temperature

With sodium hydroxide; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo970111p