(5-{[1-(1-{2-(tert-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:(5-{[1-(1-{2-(tert-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:247068-90-2
Molecular Formula:C₆₃H₈₇N₅O₉Si
Molecular Weight:1086.5
Hs Code.:

(5-{[1-(1-{2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9<i>H</i>-fluoren-9-ylmethyl ester

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Chemical Property of (5-{[1-(1-{2-(tert-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of (5-{[1-(1-{2-(tert-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 8 articles about (5-{[1-(1-{2-(tert-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9H-fluoren-9-ylmethyl 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: 60.0%

: 247068-85-5
(S)-2-amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one trifluoroacetic acid salt

: 247068-89-9
(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-2-[(2S,3S)-2-((2S,3S)-2-{[6-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoyl]-methyl-amino}-3-methyl-pentanoylamino)-3-methyl-pentanoylamino]-butyric acid

: 247068-90-2
(5-{[1-(1-{2-(tert-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; for 22h; Ambient temperature;
DOI:10.1016/S0960-894X(99)00376-5

Reference yield:

: 71989-23-6,251316-98-0
Fmoc-Ile-OH

: 247068-90-2
(5-{[1-(1-{2-(tert-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 79 percent / HBTU, HOBt, i-Pr₂EtN / CH₂Cl₂ / 23 h / Ambient temperature

2: 64 percent / imidazole / tetrahydrofuran / 48 h / Ambient temperature

3: piperidine / dimethylformamide / 0.33 h / Ambient temperature

4: 99 percent / HBTU, HOBt, i-Pr₂EtN / CH₂Cl₂ / 18 h / Ambient temperature

5: 91 percent / piperidine / tetrahydrofuran / 26 h / Ambient temperature

6: 98 percent / bromo-tris-pyrrolidino-phosphonium hexafluorophosphate, i-Pr₂EtN / CH₂Cl₂ / 2 h / Ambient temperature

7: 99 percent / H₂ / 10 percent Pd/C / methanol / 2 h / Ambient temperature

8: 60 percent / O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1-hydroxy-7-azabenzotriazole, i-Pr₂EtN / CH₂Cl₂ / 22 h / Ambient temperature

With piperidine; 1H-imidazole; 1-hydroxy-7-aza-benzotriazole; hydrogen; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; HATU; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(99)00376-5

Reference yield:

: 247068-76-4
(2S,3R)-2-((2S,3S)-2-Amino-3-methyl-pentanoylamino)-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid benzyl ester

: 247068-90-2
(5-{[1-(1-{2-(tert-butyl-diphenyl-silanyloxy)-1-[3-methyl-1-(2-methyl-oxiranecarbonyl)-butylcarbamoyl]-propylcarbamoyl}-2-methyl-butylcarbamoyl)-2-methyl-butyl]-methyl-carbamoyl}-pentyl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / HBTU, HOBt, i-Pr₂EtN / CH₂Cl₂ / 18 h / Ambient temperature

2: 91 percent / piperidine / tetrahydrofuran / 26 h / Ambient temperature

3: 98 percent / bromo-tris-pyrrolidino-phosphonium hexafluorophosphate, i-Pr₂EtN / CH₂Cl₂ / 2 h / Ambient temperature

4: 99 percent / H₂ / 10 percent Pd/C / methanol / 2 h / Ambient temperature

5: 60 percent / O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1-hydroxy-7-azabenzotriazole, i-Pr₂EtN / CH₂Cl₂ / 22 h / Ambient temperature

With piperidine; 1-hydroxy-7-aza-benzotriazole; hydrogen; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; HATU; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0960-894X(99)00376-5