3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl ester

Base Information

Chemical Name:3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl ester
CAS No.:890933-10-5
Molecular Formula:C₃₁H₄₄O₇
Molecular Weight:528.686
Hs Code.:

Synonyms:3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl ester

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Chemical Property of 3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl ester

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Technology Process of 3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl ester

There total 7 articles about 3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl 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:

: 890933-01-4
(2S,3S,4R)-4-[(2R,4R,5R)-2-(4-Methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-2-methyl-pentane-1,3-diol

: 890933-10-5
3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / NaH / tetrahydrofuran / 3 h / 20 °C

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

With dmap; 2,4,6-trichlorobenzoyl chloride; sodium hydride; triethylamine; In tetrahydrofuran; toluene; 2: 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

: 890933-10-5
3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 4 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

With dmap; lithium borohydride; ethanol; 2,4,6-trichlorobenzoyl chloride; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; toluene; 1: Yamaguchi esterification / 4: Yamaguchi esterification;
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

: 890933-10-5
3-Methyl-butyric acid (1S,2S)-3-(4-methoxy-benzyloxy)-1-{(S)-1-[(2R,4R,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-ethyl}-2-methyl-propyl ester

Guidance literature:: Multi-step reaction with 6 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

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