N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester

Base Information

Chemical Name:N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester
CAS No.:357429-18-6
Molecular Formula:C₃₃H₃₇N₃O₆
Molecular Weight:571.673
Hs Code.:

Synonyms:N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester

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Chemical Property of N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester

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Technology Process of N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester

There total 5 articles about N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine 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: 48.0%

: 357429-17-5
N-{N-[(2S)-1-(tert-butyldimethylsilyl)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester

: 357429-18-6
N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1002/1521-4184(200105)334:5<167::AID-ARDP167>3.3.CO;2-F

Reference yield:

: 27601-29-2
t-butyloxycarbonyl-O-benzyl-L-tyrosine hydroxysuccinimide ester

: 357429-18-6
N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 4.2 g / Et₃N / CH₂Cl₂ / -10 °C

2: HCl / ethyl acetate / 4 h / 0 - 20 °C

3: 150 mg / Et₃N / CH₂Cl₂ / -10 - 20 °C

4: 48 percent / Bu₄NF; glac. HOAc / tetrahydrofuran / 0.5 h / 0 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1002/1521-4184(200105)334:5<167::AID-ARDP167>3.3.CO;2-F

Reference yield:

: 2130-96-3,54784-43-9
O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

: 357429-18-6
N-{N-[(2S)-4-oxoazetidine-2-carbonyl]-L-(benzyl)tyrosyl}-L-isoleucine benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: dicyclohexylcarbodiimide

2: 4.2 g / Et₃N / CH₂Cl₂ / -10 °C

3: HCl / ethyl acetate / 4 h / 0 - 20 °C

4: 150 mg / Et₃N / CH₂Cl₂ / -10 - 20 °C

5: 48 percent / Bu₄NF; glac. HOAc / tetrahydrofuran / 0.5 h / 0 °C

With hydrogenchloride; tetrabutyl ammonium fluoride; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1002/1521-4184(200105)334:5<167::AID-ARDP167>3.3.CO;2-F