diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

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Chemical Name:diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate
CAS No.:695172-17-9
Molecular Formula:C₄₉H₆₃N₆O₁₂P
Molecular Weight:959.046
Hs Code.:

diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

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

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

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

There total 11 articles about diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)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: 73.0%

: 65806-90-8
(R)-2-(((benzyloxy)carbonyl)amino)-3-(tert-butoxy)propanoic acid

: C₃₄H₄₄N₅O₈P

: 695172-17-9
diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

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;

C₃₄H₄₄N₅O₈P; In N,N-dimethyl-formamide;
DOI:10.1021/jm0499209

Reference yield:

: 56-91-7
p-aminomethylbenzoic acid

: 695172-17-9
diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

Guidance literature:: Multi-step reaction with 10 steps

1.1: aq. NaOH / dioxane / 20 °C

2.1: 86 percent / LiAlH₄ / dioxane; tetrahydrofuran

3.1: 79 percent / Dess-Martin periodane / CH₂Cl₂ / 3 h / 20 °C

4.1: 39 percent / Cu(OTf)2 / methanol / 4 h / 20 °C

5.1: TFA / CH₂Cl₂ / 3 h / 20 °C

6.1: 48 percent / TEA / acetonitrile / 20 °C

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

8.1: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium*BF₄; TEA / dimethylformamide / 0.17 h / 20 °C

8.2: 51 percent / dimethylformamide

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

10.1: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium*BF₄; TEA / dimethylformamide / 0.17 h / 20 °C

10.2: 73 percent / dimethylformamide

With sodium hydroxide; lithium aluminium tetrahydride; 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 tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 3.1: Dess-Martin oxidation;
DOI:10.1021/jm0499209

Reference yield:

: 33233-67-9
4-(tert-Butoxycarbonylaminomethyl)benzoic acid

: 695172-17-9
diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-((N,N'-bis(tert-butyloxycarbonyl)guanyl)methyl)phenyl)methanephosphonate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 86 percent / LiAlH₄ / dioxane; tetrahydrofuran

2.1: 79 percent / Dess-Martin periodane / CH₂Cl₂ / 3 h / 20 °C

3.1: 39 percent / Cu(OTf)2 / methanol / 4 h / 20 °C

4.1: TFA / CH₂Cl₂ / 3 h / 20 °C

5.1: 48 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: 51 percent / dimethylformamide

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

9.1: 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium*BF₄; TEA / dimethylformamide / 0.17 h / 20 °C

9.2: 73 percent / dimethylformamide

With lithium aluminium tetrahydride; 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 tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2.1: Dess-Martin oxidation;
DOI:10.1021/jm0499209