benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate

Base Information

• Chemical Name: benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate
• CAS No.: 115220-77-4
• Molecular Formula: C₂₄H₃₀NO₈P
• Molecular Weight: 491.478
• Mol file: 115220-77-4.mol

Synonyms:

Chemical Property of benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate

There total 7 articles about benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate 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: 95.0%

benzyl DL-N-benzyloxycarbonyl-4-homoserinate (115220-67-2,115268-19-4,129097-29-6) + acetic anhydride (108-24-7) → benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate (115220-77-4,115268-21-8,129097-30-9)

Guidance literature:

With pyridine; dmap; In dichloromethane; Ambient temperature;

Reference yield:

(S)-3-(N-benzyloxycarbonylamino)tetrahydrofuran-2-one (31332-88-4) → benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate (115220-77-4,115268-21-8,129097-30-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / NaOH / methanol; dimethylformamide / 24 h / 23 °C

2: 100 percent / oxalyl chloride, Et₃N / dimethylsulfoxide; CH₂Cl₂ / -78 °C

3: 27 percent / CH₂Cl₂ / 23 °C

4: 95 percent / 4-N,N-dimethylaminopyridine / pyridine

With dmap; sodium hydroxide; oxalyl dichloride; triethylamine; In pyridine; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1039/c39870001710

Reference yield:

2-BENZYLOXYCARBONYLAMINO-4-OXO-BUTYRIC ACID BENZYL ESTER (58641-56-8) → benzyl DL-O-acetyl-N-benzyloxocarbonyl-4-homoserinate (115220-77-4,115268-21-8,129097-30-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 27 percent / CH₂Cl₂ / 23 °C

2: 95 percent / 4-N,N-dimethylaminopyridine / pyridine

With dmap; In pyridine; dichloromethane;

DOI:10.1039/c39870001710

upstream raw materials:

benzyl DL-N-benzyloxycarbonyl-4-homoserinate

acetic anhydride

(S)-3-(N-benzyloxycarbonylamino)tetrahydrofuran-2-one

2-BENZYLOXYCARBONYLAMINO-4-OXO-BUTYRIC ACID BENZYL ESTER