benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate

Base Information

• Chemical Name: benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate
• CAS No.: 115220-66-1
• Molecular Formula: C₂₅H₃₆NO₇PSi
• Molecular Weight: 521.623
• Mol file: 115220-66-1.mol

Synonyms:

Chemical Property of benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate

There total 5 articles about benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate 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: 63.0%

ethyl methylphosphinate (16391-07-4) + 2-BENZYLOXYCARBONYLAMINO-4-OXO-BUTYRIC ACID BENZYL ESTER (58641-56-8) + N,N-bis(trimethylsilyl)acetamide (10416-58-7) → benzyl DL-N-benzyloxycarbonyl-4-homoserinate (115220-67-2,115268-19-4,129097-29-6) + benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate (115220-66-1,115268-18-3,129097-31-0)

Guidance literature:

In dichloromethane; Ambient temperature;

Reference yield:

(S)-3-(N-benzyloxycarbonylamino)tetrahydrofuran-2-one (31332-88-4) → benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate (115220-66-1,115268-18-3,129097-31-0)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 63 percent / CH₂Cl₂ / 23 °C

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

DOI:10.1039/c39870001710

Reference yield:

benzyl DL-N-(benzyloxycarbonyl)homoserinate (58611-62-4) → benzyl DL-N-benzyloxycarbonyl-4--O-trimethylsilylhomoserinate (115220-66-1,115268-18-3,129097-31-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / oxalyl chloride, Et₃N / dimethylsulfoxide; CH₂Cl₂ / -78 °C

2: 63 percent / CH₂Cl₂ / 23 °C

With oxalyl dichloride; triethylamine; In dichloromethane; dimethyl sulfoxide;

DOI:10.1039/c39870001710

upstream raw materials:

ethyl methylphosphinate

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

N,N-bis(trimethylsilyl)acetamide

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

Downstream raw materials:

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

benzyl DL-5--2-oxotetrahydrofuran-3-ylcarbamate

benzyl DL-N-benzyloxycarbonyl-4-homoserinate