2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester
• CAS No.: 200186-48-7
• Molecular Formula: C₄₄H₇₀O₁₀Si
• Molecular Weight: 787.119

Synonyms:2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester

Chemical Property of 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester

There total 16 articles about 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl 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:

pivaloyl chloride (3282-30-2) + C39H62O9Si → 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester (200186-48-7)

Guidance literature:

With pyridine; Yield given;

DOI:10.1016/S0040-4039(97)10499-3

Reference yield:

5-benzyloxy-1-pentanal (78999-24-3) → 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester (200186-48-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 2.) BF₃*OEt₂; 2.) NaOH, H₂O₂ / 1.) -78 deg C

2: 89 percent / NaHMDS / tetrahydrofuran / 0 °C

3: IBr / toluene / -78 °C

4: K₂CO₃ / H₂O

5: 80 percent / n-BuLi, HMPA / tetrahydrofuran / -50 °C

6: 92 percent / PPTs / CH₂Cl₂

7: n-BuLi, HMPA / diethyl ether / -50 °C

8: 98 percent / 2,6-lutidine / CH₂Cl₂

9: 88 percent / TFA / CH₂Cl₂; H₂O / -10 °C

10: Hg(ClO₄)2, 2,6-lutidine / tetrahydrofuran / 0 °C

11: pyr

With pyridine; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; mercury(II) perchlorate; boron trifluoride diethyl etherate; dihydrogen peroxide; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; iodine(I) bromide; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;

DOI:10.1016/S0040-4039(97)10499-3

Reference yield:

(3R,4R)-8-Benzyloxy-3-methyl-oct-1-en-4-ol (200186-29-4) → 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester (200186-48-7)

Guidance literature:

Multi-step reaction with 10 steps

1: 89 percent / NaHMDS / tetrahydrofuran / 0 °C

2: IBr / toluene / -78 °C

3: K₂CO₃ / H₂O

4: 80 percent / n-BuLi, HMPA / tetrahydrofuran / -50 °C

5: 92 percent / PPTs / CH₂Cl₂

6: n-BuLi, HMPA / diethyl ether / -50 °C

7: 98 percent / 2,6-lutidine / CH₂Cl₂

8: 88 percent / TFA / CH₂Cl₂; H₂O / -10 °C

9: Hg(ClO₄)2, 2,6-lutidine / tetrahydrofuran / 0 °C

10: pyr

With pyridine; 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; mercury(II) perchlorate; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; iodine(I) bromide; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene;

DOI:10.1016/S0040-4039(97)10499-3

upstream raw materials:

pivaloyl chloride

5-benzyloxy-1-pentanal

(3R,4R)-8-Benzyloxy-3-methyl-oct-1-en-4-ol

(4aR,6R,7R,8R,8aS)-8-Benzyloxy-2,2,7-trimethyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

Downstream raw materials:

C₅₆H₉₈O₁₀Si₃

C₄₉H₉₂O₁₀Si₃

C₆₀H₁₀₁IO₈Si₄

C₆₀H₁₀₂O₉Si₄

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 200186-48-7 2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-4-benzyloxy-6-[(S)-[(2R,4S,5R,6R)-6-(4-benzyloxy-butyl)-4-hydroxy-2-methoxy-5-methyl-tetrahydro-pyran-2-yl]-(tert-butyl-dimethyl-silanyloxy)-methyl]-3-hydroxy-5-methyl-tetrahydro-pyran-2-ylmethyl ester

Send

Send

Metric Ton KG G Pound L ML

Send

Send