(S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid benzyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid benzyl ester
• CAS No.: 295788-10-2
• Molecular Formula: C₃₉H₃₈N₂O₈S₂
• Molecular Weight: 726.871
• Mol file: 295788-10-2.mol

Synonyms:(S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid benzyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid benzyl ester

There total 3 articles about (S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid 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:

Cbz-(L)-Glu-OBn (3705-42-8) + 2,2-bis[(benzylthio)methyl]glycine N-carboxy anhydride (295788-05-5) → (S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid benzyl ester (295788-10-2)

Guidance literature:

With pyridine; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1016/S0960-894X(00)00281-X

Reference yield:

2,2-bis<(benzylthio)methyl>glycine (32418-96-5) → (S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid benzyl ester (295788-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / toluene; tetrahydrofuran / 1 h / 20 °C

2: DCC; pyridine / tetrahydrofuran / 24 h / 20 °C

With pyridine; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene; 1: cyclocondensation / 2: Acylation;

DOI:10.1016/S0960-894X(00)00281-X

Reference yield:

5,5-bis<<(phenylmethyl)thio>methyl>-2,4-imidazolidinedione (32418-95-4) → (S)-2-Benzyloxycarbonylamino-5-(4,4-bis-benzylsulfanylmethyl-2,5-dioxo-oxazolidin-3-yl)-5-oxo-pentanoic acid benzyl ester (295788-10-2)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. Ba(OH)2 / 192 h / Heating

2: 86 percent / toluene; tetrahydrofuran / 1 h / 20 °C

3: DCC; pyridine / tetrahydrofuran / 24 h / 20 °C

With pyridine; barium dihydroxide; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene; 1: Hydrolysis / 2: cyclocondensation / 3: Acylation;

DOI:10.1016/S0960-894X(00)00281-X

upstream raw materials:

Cbz-(L)-Glu-OBn

2,2-bis[(benzylthio)methyl]glycine N-carboxy anhydride

2,2-bis<(benzylthio)methyl>glycine

5,5-bis<<(phenylmethyl)thio>methyl>-2,4-imidazolidinedione

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-4-[1-(benzyloxycarbonylmethyl-carbamoyl)-2-benzylsulfanyl-1-benzylsulfanylmethyl-ethylcarbamoyl]-butyric acid benzyl ester