3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl ester

Base Information

Chemical Name:3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl ester
CAS No.:890932-94-2
Molecular Formula:C₃₃H₅₀O₈
Molecular Weight:574.755
Hs Code.:

Synonyms:3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl ester

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Chemical Property of 3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl ester

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Technology Process of 3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl ester

There total 18 articles about 3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl 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: 100.0%

: 3-Methyl-butyric acid (1S,2S,6R,7S,8S)-3,7-dihydroxy-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-5-oxo-decyl ester

: 890932-94-2
3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; water; at 20 ℃; for 1h;
DOI:10.1002/anie.200504573

Reference yield:

: 890932-96-4
(2R,4S,5R,6R)-1-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-5-hydroxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptane-1,3-dione

: 890932-94-2
3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 93 percent / diisobutylaluminum hydride / diethyl ether / 1 h / -78 °C

2: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; molecular sieves 4 Angstroem / CH₂Cl₂ / 5 h / 0 °C

3: 100 percent / 2,4,6-trichlorobenzoyl chloride; 4-(dimethylamino)pyridine; Et₃N / toluene / 1.5 h / -78 - 20 °C

4: 20 percent / lithium borohydride; EtOH / diethyl ether / 3.5 h / -10 °C

5: 83 percent / NaH / tetrahydrofuran / 3 h / 20 °C

6: 90 percent / 2,4,6-trichlorobenzoyl chloride; 4-(dimethylamino)pyridine; Et₃N / toluene / 1.5 h / -78 - 20 °C

7: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; aq. phosphate buffer / 3 h / 0 °C

8: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

9: 82 percent / lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

10: 96 percent / HF*pyridine / tetrahydrofuran / 0.75 h / 20 °C

11: 100 percent / Dess-Martin periodinane / CH₂Cl₂; H₂O / 1 h / 20 °C

With dmap; lithium borohydride; ethanol; 4 A molecular sieve; 2,4,6-trichlorobenzoyl chloride; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; phosphate buffer; diethyl ether; dichloromethane; water; toluene; 3: Yamaguchi esterification / 6: Yamaguchi esterification;
DOI:10.1002/anie.200504573

Reference yield:

: 890932-98-6
(R)-4-Benzyl-3-{(2R,3R,4R)-3-hydroxy-4-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentanoyl}-oxazolidin-2-one

: 890932-94-2
3-Methyl-butyric acid (1R,2R,8S)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2,4,6,8-tetramethyl-3,5,7-trioxo-decyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / 2,4,6-trichlorobenzoyl chloride; 4-(dimethylamino)pyridine; Et₃N / toluene / 1.5 h / -78 - 20 °C

2: 20 percent / lithium borohydride; EtOH / diethyl ether / 3.5 h / -10 °C

3: 83 percent / NaH / tetrahydrofuran / 3 h / 20 °C

4: 90 percent / 2,4,6-trichlorobenzoyl chloride; 4-(dimethylamino)pyridine; Et₃N / toluene / 1.5 h / -78 - 20 °C

5: 80 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; aq. phosphate buffer / 3 h / 0 °C

6: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

7: 82 percent / lithium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 °C

8: 96 percent / HF*pyridine / tetrahydrofuran / 0.75 h / 20 °C

9: 100 percent / Dess-Martin periodinane / CH₂Cl₂; H₂O / 1 h / 20 °C

With dmap; lithium borohydride; ethanol; 2,4,6-trichlorobenzoyl chloride; sodium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; phosphate buffer; diethyl ether; dichloromethane; water; toluene; 1: Yamaguchi esterification / 4: Yamaguchi esterification;
DOI:10.1002/anie.200504573