benzyl <<4(S)-methyl-3(S)-<5-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate

Base Information

• Chemical Name: benzyl <<4(S)-methyl-3(S)-<5-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate
• CAS No.: 131080-82-5
• Molecular Formula: C₇₁H₈₃N₉O₁₆
• Molecular Weight: 1318.49
• Mol file: 131080-82-5.mol

Synonyms:benzyl <<4(S)-methyl-3(S)-<5-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate

Chemical Property of benzyl <<4(S)-methyl-3(S)-<5-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl <<4(S)-methyl-3(S)-<5-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate

There total 6 articles about benzyl <<4(S)-methyl-3(S)-<5-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate 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:

(R)-phenylglycine (875-74-1) → benzyl <<4(S)-methyl-3(S)-<5-acetyl-N5-(benzyloxy)-N2-(benzyloxycarbonyl)-L-ornithyl-N5-acetyl-N5-(benzyloxy)-L-ornithyl-N5-acetyl-N5-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate (131080-82-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 99 percent / potassium bicarbonate / H₂O; tetrahydrofuran / 18 h

2: 98 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 43 h

3: potassium bicarbonate / H₂O; ethyl acetate

4: trifluoroacetic acid / CH₂Cl₂ / 2.5 h

5: potassium bicarbonate / H₂O; ethyl acetate

With potassium hydrogencarbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; ethyl acetate;

DOI:10.1021/jm00107a014

Reference yield:

(N5-acetyl-N5-(benzyloxy)-N2-(benzyloxycarbonyl)-L-ornithyl)-(N5-acetyl-N5-(benzyloxy)-L-ornithyl)-N5-acetyl-N5-(benzyloxy)-L-ornithine (124620-56-0) → benzyl <<4(S)-methyl-3(S)-<5-acetyl-N5-(benzyloxy)-N2-(benzyloxycarbonyl)-L-ornithyl-N5-acetyl-N5-(benzyloxy)-L-ornithyl-N5-acetyl-N5-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate (131080-82-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / Ambient temperature

2: potassium bicarbonate / H₂O; ethyl acetate

With potassium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; ethyl acetate;

DOI:10.1021/jm00107a014

Reference yield:

N-(tert-butoxycarbonyl)-D-phenylglycine N-succinimido ester (39249-27-9) → benzyl <<4(S)-methyl-3(S)-<5-acetyl-N5-(benzyloxy)-N2-(benzyloxycarbonyl)-L-ornithyl-N5-acetyl-N5-(benzyloxy)-L-ornithyl-N5-acetyl-N5-(benzyloxy)-L-ornithyl-D-phenylglycyl>amino>-2-oxo-1-azetidinyl>oxy>acetate (131080-82-5)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium bicarbonate / H₂O; ethyl acetate

2: trifluoroacetic acid / CH₂Cl₂ / 2.5 h

3: potassium bicarbonate / H₂O; ethyl acetate

With potassium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; water; ethyl acetate;

DOI:10.1021/jm00107a014

upstream raw materials:

N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithine succinimido ester

(R)-phenylglycine

(N⁵-acetyl-N⁵-(benzyloxy)-N²-(benzyloxycarbonyl)-L-ornithyl)-(N⁵-acetyl-N⁵-(benzyloxy)-L-ornithyl)-N⁵-acetyl-N⁵-(benzyloxy)-L-ornithine

N-(tert-butoxycarbonyl)-D-phenylglycine N-succinimido ester

Downstream raw materials:

<<4(S)-methyl-3(S)-<(N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-N⁵-acetyl-N⁵-hydroxy-L-ornithyl-D-phenylglycyl)amino>-2-oxo-1-azetidinyl>oxy>acetic acid