diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate

Base Information

• Chemical Name: diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate
• CAS No.: 695172-11-3
• Molecular Formula: C₄₄H₆₁N₆O₁₂P
• Molecular Weight: 896.975
• Mol file: 695172-11-3.mol

Synonyms:diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate

Chemical Property of diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate

There total 7 articles about diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate 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: 72.0%

(R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoic acid (65806-90-8) + C29H42N5O8P → diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate (695172-11-3)

Guidance literature:

(R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoic acid; With TEA; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

C₂₉H₄₂N₅O₈P; In N,N-dimethyl-formamide;

DOI:10.1021/jm0499209

Reference yield:

(Z)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate (152120-54-2,862686-58-6,1143572-00-2) → diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate (695172-11-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: TEA / acetonitrile / 20 °C

2.1: H₂ / Pd/C / methanol / 8 h / 20 °C

3.1: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium*BF₄; TEA / dimethylformamide / 0.17 h / 20 °C

3.2: 32 percent / dimethylformamide

4.1: H₂ / Pd/C / methanol / 8 h / 20 °C

5.1: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium*BF₄; TEA / dimethylformamide / 0.17 h / 20 °C

5.2: 72 percent / dimethylformamide

With TEA; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm0499209

Reference yield:

(3-amino-1-benzyloxycarbonylamino-propyl)-phosphonic acid diphenyl ester → diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate (695172-11-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: TEA / acetonitrile / 20 °C

2.1: H₂ / Pd/C / methanol / 8 h / 20 °C

3.1: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium*BF₄; TEA / dimethylformamide / 0.17 h / 20 °C

3.2: 32 percent / dimethylformamide

4.1: H₂ / Pd/C / methanol / 8 h / 20 °C

5.1: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium*BF₄; TEA / dimethylformamide / 0.17 h / 20 °C

5.2: 72 percent / dimethylformamide

With TEA; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm0499209

upstream raw materials:

(R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoic acid

(Z)-tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)carbamate

diphenyl benzyloxycarbonylamino-(2-phthalimidoethyl)methanephosphonate

diphenyl N-benzyloxycarbonylamino-(2-(N,N'-bis(tert-butyloxycarbonyl)guanyl)ethyl)methanephosphonate

Refernces