20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone

Base Information

Chemical Name:20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone
CAS No.:267877-05-4
Molecular Formula:C₄₉H₇₉N₇O₁₀Si
Molecular Weight:954.293
Hs Code.:

20-benzyl-8-<i>sec</i>-butyl-17-(<i>tert</i>-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone

Synonyms:20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone

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Chemical Property of 20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone

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Technology Process of 20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone

There total 20 articles about 20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone 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:

: 267877-04-3
2-[2-[2-[2-(2-{[1-(2-amino-propionyl)-pyrrolidine-2-carbonyl]-amino}-3-phenyl-propionylamino)-3-(tert-butyl-dimethyl-silanyloxy)-propionylamino]-3-(1,1-dimethyl-allyloxy)-butyrylamino]-3-(1,1-dimethyl-allyloxy)-propionylamino]-3-methyl-pentanoic acid

: 267877-05-4
20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile; at 0 - 20 ℃;
DOI:10.1021/jo9914566

Reference yield:

: 16652-71-4
benzyl (2S)-2-pyrrolidinecarboxylate hydrochloride

: 267877-05-4
20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone

Guidance literature:: Multi-step reaction with 10 steps

1: 88 percent / diethyl phosphorcyanidate; (i-Pr)2NEt / dimethylformamide; CH₂Cl₂ / 11 h

2: 99 percent / H₂ / Pd/C / ethyl acetate; ethanol / 17 h / 20 °C

3: 1.78 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / -5 °C

4: H₂ / Pd/C / ethyl acetate; ethanol

5: 1.59 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / -5 °C

6: H₂ / Pd/C / ethyl acetate; ethanol

7: 0.702 g / PyBOP; (i-Pr)2NEt / CH₂Cl₂ / 20 °C

8: 210 mg / tris(2-aminoethyl)amine / CH₂Cl₂ / 0.5 h / 20 °C

9: 142.3 mg / Bu₄NOH / tetrahydrofuran / 4 h / 0 °C

10: 102.1 mg / TBTU; HOAt; (i-Pr)2NEt / acetonitrile; CH₂Cl₂ / 0 - 20 °C

With 1-hydroxy-7-aza-benzotriazole; 2,2',2''-triaminotriethylamine; diethyl cyanophosphonate; tetra(n-butyl)ammonium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1: Condensation / 2: Hydrogenolysis / 3: Condensation / 4: Hydrogenolysis / 5: Condensation / 6: Hydrogenolysis / 7: Condensation / 8: carbamate cleavage / 9: ester cleavage / 10: Cyclization;
DOI:10.1021/jo9914566

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 267877-05-4
20-benzyl-8-sec-butyl-17-(tert-butyl-dimethyl-silanyloxymethyl)-14-[1-(1,1-dimethyl-allyloxy)-ethyl]-11-(1,1-dimethyl-allyloxymethyl)-5-methyl-hexadecahydro-3a,6,9,12,15,18,21-heptaaza-cyclopentacycloheneicosene-4,7,10,13,16,19,22-heptaone

Guidance literature:: Multi-step reaction with 7 steps

1: 64 percent / imidazole / dimethylformamide / 24 h / 20 °C

2: 1.59 g / diethyl phosphorcyanidate; (i-Pr)2NEt / CH₂Cl₂ / -5 °C

3: H₂ / Pd/C / ethyl acetate; ethanol

4: 0.702 g / PyBOP; (i-Pr)2NEt / CH₂Cl₂ / 20 °C

5: 210 mg / tris(2-aminoethyl)amine / CH₂Cl₂ / 0.5 h / 20 °C

6: 142.3 mg / Bu₄NOH / tetrahydrofuran / 4 h / 0 °C

7: 102.1 mg / TBTU; HOAt; (i-Pr)2NEt / acetonitrile; CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; 1-hydroxy-7-aza-benzotriazole; 2,2',2''-triaminotriethylamine; diethyl cyanophosphonate; tetra(n-butyl)ammonium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Condensation / 3: Hydrogenolysis / 4: Condensation / 5: carbamate cleavage / 6: ester cleavage / 7: Cyclization;
DOI:10.1021/jo9914566