((3R,4S)-3-{(S)-1-[(S)-2-(2-{(3R,4S)-3-[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetylamino)-propionylamino]-3-methyl-butyl}-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid methyl ester

Base Information

• Chemical Name: ((3R,4S)-3-{(S)-1-[(S)-2-(2-{(3R,4S)-3-[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetylamino)-propionylamino]-3-methyl-butyl}-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid methyl ester
• CAS No.: 825615-48-3
• Molecular Formula: C₄₄H₆₂N₆O₉
• Molecular Weight: 819.011

Synonyms:

Chemical Property of ((3R,4S)-3-{(S)-1-[(S)-2-(2-{(3R,4S)-3-[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetylamino)-propionylamino]-3-methyl-butyl}-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid methyl ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of ((3R,4S)-3-{(S)-1-[(S)-2-(2-{(3R,4S)-3-[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetylamino)-propionylamino]-3-methyl-butyl}-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid methyl ester

There total 10 articles about ((3R,4S)-3-{(S)-1-[(S)-2-(2-{(3R,4S)-3-[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetylamino)-propionylamino]-3-methyl-butyl}-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid methyl 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:

methyl 2-(benzylideneamino)acetate (66646-88-6) → ((3R,4S)-3-{(S)-1-[(S)-2-(2-{(3R,4S)-3-[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetylamino)-propionylamino]-3-methyl-butyl}-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid methyl ester (825615-48-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 42 percent / diethyl ether / 1.5 h / -30 °C / UV-irradiation

2: Et₂NH / tetrahydrofuran / 5 h

3: 94 percent / tetrahydrofuran / 2.5 h

4: tris(2-aminoethyl)amine / CH₂Cl₂ / 0.17 h

5: 623 mg / CH₂Cl₂ / 2.5 h / 20 °C

6: Et₂NH / CH₂Cl₂ / 5 h / 20 °C

7: 431 mg / CH₂Cl₂ / 14 h / 20 °C

With 2,2',2''-triaminotriethylamine; diethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/ejoc.200400295

Reference yield:

benzaldehyde (100-52-7) → ((3R,4S)-3-{(S)-1-[(S)-2-(2-{(3R,4S)-3-[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetylamino)-propionylamino]-3-methyl-butyl}-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid methyl ester (825615-48-3)

Guidance literature:

Multi-step reaction with 8 steps

1: CH₂Cl₂ / 3 h / 20 °C

2: 42 percent / diethyl ether / 1.5 h / -30 °C / UV-irradiation

3: Et₂NH / tetrahydrofuran / 5 h

4: 94 percent / tetrahydrofuran / 2.5 h

5: tris(2-aminoethyl)amine / CH₂Cl₂ / 0.17 h

6: 623 mg / CH₂Cl₂ / 2.5 h / 20 °C

7: Et₂NH / CH₂Cl₂ / 5 h / 20 °C

8: 431 mg / CH₂Cl₂ / 14 h / 20 °C

With 2,2',2''-triaminotriethylamine; diethylamine; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.1002/ejoc.200400295

Reference yield:

[(3R,4S)-3-((S)-1-Amino-3-methyl-butyl)-2-oxo-4-phenyl-azetidin-1-yl]-acetic acid methyl ester → ((3R,4S)-3-{(S)-1-[(S)-2-(2-{(3R,4S)-3-[(S)-1-((S)-2-tert-Butoxycarbonylamino-propionylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetylamino)-propionylamino]-3-methyl-butyl}-2-oxo-4-phenyl-azetidin-1-yl)-acetic acid methyl ester (825615-48-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / tetrahydrofuran / 2.5 h

2: tris(2-aminoethyl)amine / CH₂Cl₂ / 0.17 h

3: 623 mg / CH₂Cl₂ / 2.5 h / 20 °C

4: Et₂NH / CH₂Cl₂ / 5 h / 20 °C

5: 431 mg / CH₂Cl₂ / 14 h / 20 °C

With 2,2',2''-triaminotriethylamine; diethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.200400295

upstream raw materials:

di-tert-butyl dicarbonate

methyl 2-(benzylideneamino)acetate

benzaldehyde

{(3R,4S)-3-[(S)-1-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyl]-2-oxo-4-phenyl-azetidin-1-yl}-acetic acid methyl ester

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