(3aS,10Z,14S,16aS)-14-[(2S)-butan-2-yl]-1-(N,N-dimethyl-L-leucyl-L-isoleucyl)-8-methoxy-13,16-dioxo-1,2,3,3a,12,13,14,15,16,16a-decahydro-9,5-(metheno)pyrrolo[3,2-b][1,5,8]oxadiazacyclopentadecine

Base Information

Chemical Name:(3aS,10Z,14S,16aS)-14-[(2S)-butan-2-yl]-1-(N,N-dimethyl-L-leucyl-L-isoleucyl)-8-methoxy-13,16-dioxo-1,2,3,3a,12,13,14,15,16,16a-decahydro-9,5-(metheno)pyrrolo[3,2-b][1,5,8]oxadiazacyclopentadecine
CAS No.:298183-97-8
Molecular Formula:C₃₄H₅₃N₅O₆
Molecular Weight:627.825
Hs Code.:

(3aS,10Z,14S,16aS)-14-[(2S)-butan-2-yl]-1-(N,N-dimethyl-L-leucyl-L-isoleucyl)-8-methoxy-13,16-dioxo-1,2,3,3a,12,13,14,15,16,16a-decahydro-9,5-(metheno)pyrrolo[3,2-b][1,5,8]oxadiazacyclopentadecine

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Chemical Property of (3aS,10Z,14S,16aS)-14-[(2S)-butan-2-yl]-1-(N,N-dimethyl-L-leucyl-L-isoleucyl)-8-methoxy-13,16-dioxo-1,2,3,3a,12,13,14,15,16,16a-decahydro-9,5-(metheno)pyrrolo[3,2-b][1,5,8]oxadiazacyclopentadecine

Chemical Property:

Vapor Pressure:0mmHg at 25°C

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Technology Process of (3aS,10Z,14S,16aS)-14-[(2S)-butan-2-yl]-1-(N,N-dimethyl-L-leucyl-L-isoleucyl)-8-methoxy-13,16-dioxo-1,2,3,3a,12,13,14,15,16,16a-decahydro-9,5-(metheno)pyrrolo[3,2-b][1,5,8]oxadiazacyclopentadecine

There total 15 articles about (3aS,10Z,14S,16aS)-14-[(2S)-butan-2-yl]-1-(N,N-dimethyl-L-leucyl-L-isoleucyl)-8-methoxy-13,16-dioxo-1,2,3,3a,12,13,14,15,16,16a-decahydro-9,5-(metheno)pyrrolo[3,2-b][1,5,8]oxadiazacyclopentadecine 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:

: C₂₆H₃₈N₄O₅

: 37174-12-2,143057-92-5,2439-38-5
(2S,3S)-2-(dimethylamino)-3-methylpentanoic acid

: 298183-97-8
paliurine F

Guidance literature:: With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1002/anie.200602865

Reference yield:

: 929896-10-6
(2R,3S)-1-(tert-butoxycarbonyl)-2-(tert-butyldimethylsilyloxy)methyl-3-(3-formyl-4-methoxy-phenoxy)-pyrrolidine

: 298183-97-8
paliurine F

Guidance literature:: Multi-step reaction with 10 steps

1: 97 percent / sodium hexamethyldisilazide; hexamethylphosphoramide; NaHCO₃ / tetrahydrofuran; H₂O / 2.33 h / -78 - 20 °C

2: 100 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 0.83 h / -10 - 20 °C

3: 100 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 3.17 h / -78 - -10 °C

4: 486 mg / 2-methylprop-2-ene; sodium chlorite; sodium dihydrogen phosphate dihydrate / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 1 h

5: 75 percent / 1-hydroxybenzotriazole hydrate; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide / 16 h / 0 - 20 °C

6: 89 percent / copper(I) iodide; cesium carbonate; N,N'-dimethylethylenediamine / tetrahydrofuran / 20 h / 60 °C

7: 80 percent / 2,6-lutidine; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / -10 - 0 °C

8: 1-hydroxy-7-azabenzotriazole; diisopropylamine / dimethylformamide; acetonitrile / 0.67 h / 20 °C

9: diethylamine / acetonitrile / 0.67 h / 20 °C

10: 61 mg / 1-hydroxy-7-azabenzotriazole; ethyldiisopropylamine / dimethylformamide / 0 - 20 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium chlorite; sodium dihydrogenphosphate; copper(l) iodide; 1-hydroxy-7-aza-benzotriazole; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydrogencarbonate; caesium carbonate; dimethyl sulfoxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; 3: Swern oxidation;
DOI:10.1002/anie.200602865

Reference yield:

: 929896-11-7
(2R,3S)-1-(tert-butoxycarbonyl)-2-(tert-butyldimethylsilyloxy)methyl-3-[3-((Z)-2-iodovinyl)-4-methoxy-phenoxy]-pyrrolidine

: 298183-97-8
paliurine F

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 0.83 h / -10 - 20 °C

2: 100 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 3.17 h / -78 - -10 °C

3: 486 mg / 2-methylprop-2-ene; sodium chlorite; sodium dihydrogen phosphate dihydrate / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 1 h

4: 75 percent / 1-hydroxybenzotriazole hydrate; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; 4-methylmorpholine / dimethylformamide / 16 h / 0 - 20 °C

5: 89 percent / copper(I) iodide; cesium carbonate; N,N'-dimethylethylenediamine / tetrahydrofuran / 20 h / 60 °C

6: 80 percent / 2,6-lutidine; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1 h / -10 - 0 °C

7: 1-hydroxy-7-azabenzotriazole; diisopropylamine / dimethylformamide; acetonitrile / 0.67 h / 20 °C

8: diethylamine / acetonitrile / 0.67 h / 20 °C

9: 61 mg / 1-hydroxy-7-azabenzotriazole; ethyldiisopropylamine / dimethylformamide / 0 - 20 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; copper(l) iodide; 1-hydroxy-7-aza-benzotriazole; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; caesium carbonate; dimethyl sulfoxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; diisopropylamine; N-ethyl-N,N-diisopropylamine; N,N`-dimethylethylenediamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; 2: Swern oxidation;
DOI:10.1002/anie.200602865