diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)methanephosphonate

Base Information

Chemical Name:diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)methanephosphonate
CAS No.:695172-08-8
Molecular Formula:C₄₁H₄₈N₅O₁₀P
Molecular Weight:801.833
Hs Code.:

Synonyms:diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)methanephosphonate

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Chemical Property of diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)methanephosphonate

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Technology Process of diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)methanephosphonate

There total 8 articles about diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)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: 10.0%

: 1142-20-7
N-Cbz-Ala

: 785827-90-9
C₃₀H₃₇N₄O₇P

: 695172-08-8
diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)methanephosphonate

Guidance literature:: N-Cbz-Ala; With TEA; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

C₃₀H₃₇N₄O₇P; In N,N-dimethyl-formamide;
DOI:10.1021/jm0499209

Reference yield:

: 623-04-1
4-aminobenzenemethanol

: 695172-08-8
diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)methanephosphonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: aq. NaOH / dioxane / 20 °C

2.1: 80 percent / Dess-Martin periodane / CH₂Cl₂ / 3 h / 20 °C

3.1: 44 percent / Cu(OTf)2 / methanol / 4 h / 20 °C

4.1: TFA / CH₂Cl₂ / 3 h / 20 °C

5.1: 10 percent / TEA / acetonitrile / 20 °C

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

7.1: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium*BF₄; TEA / dimethylformamide / 0.17 h / 20 °C

7.2: 10 percent / dimethylformamide

With sodium hydroxide; TEA; hydrogen; copper(II) bis(trifluoromethanesulfonate); Dess-Martin periodane; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2.1: Dess-Martin oxidation;
DOI:10.1021/jm0499209

Reference yield:

: 144072-30-0
4-((tert-butoxycarbonyl)amino)benzaldehyde

: 695172-08-8
diphenyl (N-benzyloxycarbonyl-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)phenyl)methanephosphonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 44 percent / Cu(OTf)2 / methanol / 4 h / 20 °C

2.1: TFA / CH₂Cl₂ / 3 h / 20 °C

3.1: 10 percent / TEA / acetonitrile / 20 °C

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: 10 percent / dimethylformamide

With TEA; hydrogen; copper(II) bis(trifluoromethanesulfonate); O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0499209