(S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol

Base Information

• Chemical Name: (S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol
• CAS No.: 383187-73-3
• Molecular Formula: C₂₀H₃₂O₆
• Molecular Weight: 368.47

Synonyms:(S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol

Chemical Property of (S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol

There total 11 articles about (S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol 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: 83.0%

(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 (383187-65-3) → (S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol (383187-73-3)

Guidance literature:

With 4 A molecular sieve; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 0.5h;

DOI:10.1002/1521-3773(20010903)40:17<3186::AID-ANIE3186>3.0.CO;2-W

Reference yield:

2,6-dimethoxytoluene (5673-07-4) → (S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol (383187-73-3)

Guidance literature:

Multi-step reaction with 8 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

8.1: 83 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂; H₂O; various solvent(s) / 0.5 h

With boron trifluoride dimethyl etherate; 4 A molecular sieve; titanium tetrachloride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; dichloromethane; water; 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:

2',4'-dimethoxy-3'-methylpropiophenone (77942-13-3) → (S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol (383187-73-3)

Guidance literature:

Multi-step reaction with 7 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

7.1: 83 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂; H₂O; various solvent(s) / 0.5 h

With boron trifluoride dimethyl etherate; 4 A molecular sieve; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; dichloromethane; water; 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

upstream raw materials:

(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

2,6-dimethoxytoluene

2',4'-dimethoxy-3'-methylpropiophenone

1-bromo-2,3,5-trimethoxy-4-methylbenzaldehyde

Downstream raw materials:

(E)-(2R,6S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-6-[(4S,5R,6R)-2,2,5-trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-hept-4-en-3-one

(R)-4-(tert-Butyl-diphenyl-silanyloxy)-1-[(2R,3R,4S,5R,6R)-4-hydroxy-3,5-dimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-tetrahydro-pyran-2-yl]-3-methyl-butan-2-one

(2R,3R,4S,5R,6R)-2-[(S)-4-(tert-Butyl-diphenyl-silanyloxy)-3-methyl-butyl]-3,5-dimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-tetrahydro-pyran-4-ol

(R)-2-[(4R,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propionaldehyde

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 383187-73-3 (S)-2-[(4S,5R,6R)-2,2,5-Trimethyl-6-(2,3,5-trimethoxy-4-methyl-phenyl)-[1,3]dioxan-4-yl]-propan-1-ol

Send

Send

Metric Ton KG G Pound L ML

Send

Send