allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

Base Information

Chemical Name:allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate
CAS No.:936691-43-9
Molecular Formula:C₄₉H₆₀N₄O₈S
Molecular Weight:865.103
Hs Code.:

allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

Synonyms:allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

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Chemical Property of allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

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Technology Process of allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

There total 24 articles about allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate 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: 80.0%

: 936691-42-8
(2S,4R)-allyl 4-(2-((1R,3R)-1-acetoxy-4-methyl-3-(methylamino)pentyl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

: 130858-95-6
(9H-fluoren-9-yl)methyl ((2S,3S)-1-fluoro-3-methyl-1-oxopentan-2-yl)carbamate

: 936691-43-9
allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/ol070415q

Reference yield:

: 936691-26-8
benzyl (R)-1-(tert-butyldimethylsilyloxy)-4-methylpentan-3-ylcarbamate

: 936691-43-9
allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 12 steps

1.1: 96 percent / NaHMDS / tetrahydrofuran / 0 - 20 °C

2.1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 4 h / 20 °C

3.1: 92 percent / hydrogen / palladium on carbon / methanol / 20 °C

4.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

5.1: sec-butylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C

5.2: 40 percent / tetrahydrofuran / 0 - 20 °C

6.1: triethylamine / CH₂Cl₂ / 3 h / 0 - 20 °C

7.1: 45 mg / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

8.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 6 h / 20 °C

9.1: 28 mg / 2-methyl-2-butene; sodium chlorite; sodium dihydrogen phosphate monohydrate / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 6 h / 20 °C

10.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -20 °C

10.2: 76 percent / tetrahydrofuran / -20 - 20 °C

11.1: 56 mg / trifluoroacetic acid / CH₂Cl₂ / 10 h / 20 °C

12.1: 80 percent / ethyldiisopropylamine / dimethylformamide / 18 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; sodium hexamethyldisilazane; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol070415q

Reference yield:

: 936691-28-0
benzyl (R)-1-hydroxy-4-methylpentan-3-yl(methyl)carbamate

: 936691-43-9
allyl (2S,4R)-4-(2-((5S,8R,10R)-5-sec-butyl-1-(9H-fluoren-9-yl)-8-isopropyl-7-methyl-3,6,12-trioxo-2,11-dioxa-4,7-diazatridecan-10-yl)thiazole-4-carboxamido)-2-methyl-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 92 percent / hydrogen / palladium on carbon / methanol / 20 °C

2.1: 89 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

3.1: sec-butylmagnesium chloride / tetrahydrofuran / 0.5 h / 0 °C

3.2: 40 percent / tetrahydrofuran / 0 - 20 °C

4.1: triethylamine / CH₂Cl₂ / 3 h / 0 - 20 °C

5.1: 45 mg / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

6.1: 99 percent / Dess-Martin periodinane / CH₂Cl₂ / 6 h / 20 °C

7.1: 28 mg / 2-methyl-2-butene; sodium chlorite; sodium dihydrogen phosphate monohydrate / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 6 h / 20 °C

8.1: triethylamine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -20 °C

8.2: 76 percent / tetrahydrofuran / -20 - 20 °C

9.1: 56 mg / trifluoroacetic acid / CH₂Cl₂ / 10 h / 20 °C

10.1: 80 percent / ethyldiisopropylamine / dimethylformamide / 18 h / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol070415q