(4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane

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Chemical Name:(4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane
CAS No.:383187-65-3
Molecular Formula:C₂₈H₄₀O₇
Molecular Weight:488.621
Hs Code.:

Synonyms:(4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane

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Chemical Property of (4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane

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Technology Process of (4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane

There total 10 articles about (4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane 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: 93.0%

: 77-76-9
2,2-dimethoxy-propane

: 383187-63-1
(1R,2R,3S,4S)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-1-(2,3,5-trimethoxy-4-methyl-phenyl)-pentane-1,3-diol

: 383187-65-3
(4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane

Guidance literature:: at 20 ℃; for 18h;
DOI:10.1002/1521-3773(20010903)40:17<3186::AID-ANIE3186>3.0.CO;2-W

Reference yield:

: 5673-07-4
2,6-dimethoxytoluene

: 383187-65-3
(4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 96 percent / TiCl₄ / benzene / 0.5 h / 0 °C

2.1: 85 percent / mCPBA / CH₂Cl₂ / 20 °C

3.1: 76 percent / BF₃OMe₂ / 3 h / 90 °C

4.1: 99 percent / K₂CO₃ / acetone / 40 h / 20 °C

5.1: LiHMDS / tetrahydrofuran / 0.75 h / -78 °C

5.2: Ti(i-PrO)3Cl / tetrahydrofuran / 1 h / -78 - -40 °C

5.3: 58 percent / tetrahydrofuran / 3 h / -78 - -40 °C

6.1: Me₄NBH(OAc)3 / acetonitrile; acetic acid / 16 h / -30 - 20 °C

7.1: 93 percent / 18 h / 20 °C

With boron trifluoride dimethyl etherate; titanium tetrachloride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; dichloromethane; acetic acid; acetone; acetonitrile; benzene; 1.1: Friedel-Crafts acylation / 2.1: Bayer-Villiger oxidation / 3.1: ortho-Fries rearrangement;
DOI:10.1002/1521-3773(20010903)40:17<3186::AID-ANIE3186>3.0.CO;2-W

Reference yield:

: 77942-13-3
2',4'-dimethoxy-3'-methylpropiophenone

: 383187-65-3
(4S,5R,6R)-4-[(S)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 85 percent / mCPBA / CH₂Cl₂ / 20 °C

2.1: 76 percent / BF₃OMe₂ / 3 h / 90 °C

3.1: 99 percent / K₂CO₃ / acetone / 40 h / 20 °C

4.1: LiHMDS / tetrahydrofuran / 0.75 h / -78 °C

4.2: Ti(i-PrO)3Cl / tetrahydrofuran / 1 h / -78 - -40 °C

4.3: 58 percent / tetrahydrofuran / 3 h / -78 - -40 °C

5.1: Me₄NBH(OAc)3 / acetonitrile; acetic acid / 16 h / -30 - 20 °C

6.1: 93 percent / 18 h / 20 °C

With boron trifluoride dimethyl etherate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; dichloromethane; acetic acid; acetone; acetonitrile; 1.1: Bayer-Villiger oxidation / 2.1: ortho-Fries rearrangement;
DOI:10.1002/1521-3773(20010903)40:17<3186::AID-ANIE3186>3.0.CO;2-W