diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)butyl)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)butyl)methanephosphonate
CAS No.:695172-13-5
Molecular Formula:C₄₆H₆₅N₆O₁₂P
Molecular Weight:925.029
Hs Code.:

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

There total 11 articles about diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)butyl)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: 43.0%

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

: C₃₁H₄₆N₅O₈P

: 695172-13-5
diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)butyl)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;

C₃₁H₄₆N₅O₈P; In N,N-dimethyl-formamide;
DOI:10.1021/jm0499209

Reference yield:

: 101-02-0
triphenyl phosphite

: 695172-13-5
diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)butyl)methanephosphonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 45 percent / acetic acid / 2 h / 90 °C

2.1: NH₂NH₂*H₂O / tetrahydrofuran

3.1: 8 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: 26 percent / dimethylformamide

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: 43 percent / dimethylformamide

With TEA; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm0499209

Reference yield:

: 2508-29-4
5-hydroxypentylamine

: 695172-13-5
diphenyl ((N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl)amino-(4-(N,N'-bis(tert-butyloxycarbonyl)guanyl)butyl)methanephosphonate

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine / toluene / 3 h / 125 °C

2.1: 77 percent / oxalyl chloride; DMSO; diisopropylethylamine / CH₂Cl₂ / -78 - 20 °C

3.1: 45 percent / acetic acid / 2 h / 90 °C

4.1: NH₂NH₂*H₂O / tetrahydrofuran

5.1: 8 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: 26 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: 43 percent / dimethylformamide

With oxalyl dichloride; TEA; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; hydrazine hydrate; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 2.1: Swern oxidation;
DOI:10.1021/jm0499209