[(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester

Base Information

Chemical Name:[(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester
CAS No.:194920-13-3
Molecular Formula:C₂₆H₃₃N₇O₇
Molecular Weight:555.591
Hs Code.:

Synonyms:[(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester

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Chemical Property of [(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester

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Technology Process of [(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester

There total 9 articles about [(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl 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:

: 22129-07-3
N-benzyloxycarbonylimidazole

: 194920-13-3
[(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / Et₃OBF₄ / CH₂Cl₂ / Ambient temperature

2: 72 percent / NaOH / H₂O; dioxane / 0.5 h / Ambient temperature

3: EDC / dimethylformamide / 1.5 h / Ambient temperature

4: Et₃N / dimethylformamide / Ambient temperature

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

Reference yield:

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

: 194920-13-3
[(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 65 percent / dimethylformamide / Ambient temperature

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

3: 79 percent / NaH / dimethylformamide

4: 82 percent / Et₃OBF₄ / CH₂Cl₂ / Ambient temperature

5: 72 percent / NaOH / H₂O; dioxane / 0.5 h / Ambient temperature

6: EDC / dimethylformamide / 1.5 h / Ambient temperature

7: Et₃N / dimethylformamide / Ambient temperature

With sodium hydroxide; N-Bromosuccinimide; triethyloxonium fluoroborate; 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

: 194920-13-3
[(S)-4-(6-Benzyloxycarbonylamino-purin-9-yl)-2-tert-butoxycarbonylamino-butyrylamino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / NaH / dimethylformamide

2: 82 percent / Et₃OBF₄ / CH₂Cl₂ / Ambient temperature

3: 72 percent / NaOH / H₂O; dioxane / 0.5 h / Ambient temperature

4: EDC / dimethylformamide / 1.5 h / Ambient temperature

5: Et₃N / dimethylformamide / Ambient temperature

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