Hydrazinecarboxylic acid, 2-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[(1,1-dimethylethyl)di methylsilyl]oxy]-1-oxopentyl]-1-methyl-, phenylmethyl ester

Base Information

Chemical Name:Hydrazinecarboxylic acid, 2-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[(1,1-dimethylethyl)di methylsilyl]oxy]-1-oxopentyl]-1-methyl-, phenylmethyl ester
CAS No.:869190-22-7
Molecular Formula:C25H43N3O6Si
Molecular Weight:509.718
Hs Code.:

Hydrazinecarboxylic acid,
2-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[(1,1-dimethylethyl)di
methylsilyl]oxy]-1-oxopentyl]-1-methyl-, phenylmethyl ester

Synonyms:

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Chemical Property of Hydrazinecarboxylic acid, 2-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[(1,1-dimethylethyl)di methylsilyl]oxy]-1-oxopentyl]-1-methyl-, phenylmethyl ester

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Technology Process of Hydrazinecarboxylic acid, 2-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[(1,1-dimethylethyl)di methylsilyl]oxy]-1-oxopentyl]-1-methyl-, phenylmethyl ester

There total 3 articles about Hydrazinecarboxylic acid, 2-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[(1,1-dimethylethyl)di methylsilyl]oxy]-1-oxopentyl]-1-methyl-, phenylmethyl 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: 76.9%

: 869190-20-5
(S)-2-((tert-butoxycarbonyl)amino)-5-((tert-butyldimethylsilyl)oxy)pentanoic acid

: 37519-04-3
1-(benzyloxy)carbonyl-1-methylhydrazine

: 869190-22-7
(2S)-N'-[2-tert-butoxycarbonylamino-5-(tert-butyl-dimethyl-silanyloxy)-pentanoyl]-N-methyl-hydrazinecarboxylic acid benzyl ester

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at -15 - 20 ℃;
DOI:10.1016/j.tet.2005.08.029

Reference yield:

: 817166-98-6
(2S)-2-tert-butoxycarbonylamino-5-(tert-butyldimethyl-silanyloxy)-pentanoic acid benzyl ester

: 869190-22-7
(2S)-N'-[2-tert-butoxycarbonylamino-5-(tert-butyl-dimethyl-silanyloxy)-pentanoyl]-N-methyl-hydrazinecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95.1 percent / H₂ / Pd/C / methanol / 5 h

2: 76.9 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide; 4-DMAP / CH₂Cl₂ / -15 - 20 °C

With dmap; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1016/j.tet.2005.08.029

Reference yield:

: 30924-93-7
Boc-Glu-OBn

: 869190-22-7
(2S)-N'-[2-tert-butoxycarbonylamino-5-(tert-butyl-dimethyl-silanyloxy)-pentanoyl]-N-methyl-hydrazinecarboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 4-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 0.17 h / -15 °C

1.2: 98.6 percent / NaBH₄ / tetrahydrofuran; methanol / 0.17 h / -15 °C

2.1: 72.7 percent / Et₃N; 4-DMAP / CH₂Cl₂

3.1: 95.1 percent / H₂ / Pd/C / methanol / 5 h

4.1: 76.9 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide; 4-DMAP / CH₂Cl₂ / -15 - 20 °C

With 4-methyl-morpholine; dmap; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.tet.2005.08.029