2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol

Base Information

• Chemical Name: 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol
• CAS No.: 867033-66-7
• Molecular Formula: C₄₅H₆₈INO₉Si
• Molecular Weight: 922.026

Synonyms:2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol

Chemical Property of 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol

There total 19 articles about 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol 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: 87.0%

C61H86INO9Si2 (867033-56-5) → 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol (867033-66-7)

Guidance literature:

With potassium hydroxide; 18-crown-6 ether; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1021/ol051584i

Reference yield:

{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-oxo-tetrahydro-pyran-2-yl}-thioacetic acid S-ethyl ester (867033-51-0) → 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol (867033-66-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 76 percent / ethyl pivalate / tetrahydrofuran / 20 h / 55 °C

2.1: 97 percent / HSiEt₃ / Pd/C / CH₂Cl₂ / 20 °C

3.1: Sn(OTf)2; N-ethylpiperidine / -78 - -55 °C

3.2: LiOH; H₂O₂ / tetrahydrofuran / 0 °C

4.1: HMDS / CH₂Cl₂ / 20 °C

4.2: 95 percent / CH₂Cl₂ / -78 - -30 °C

5.1: ethyl pivalate / tetrahydrofuran / 53 °C

5.2: 88 percent / Me₂AlCl; Cs₂CO₃ / CH₂Cl₂ / 20 °C

6.1: K-selectride / tetrahydrofuran / -78 °C

6.2: TBSOTf; 2,6-lutidine / CH₂Cl₂ / -78 °C

7.1: 97 percent / DDQ; H₂O / CH₂Cl₂ / 20 °C

8.1: 99 percent / DIPEA / CH₂Cl₂ / 0.67 h / -10 °C

9.1: nBu₃P / dimethylformamide / 36 h / 20 °C

9.2: 96 percent / DBU / dimethylformamide / 3 h / 20 °C

10.1: 87 percent / KOH; 18-crown-6 / tetrahydrofuran; H₂O / 0 - 20 °C

With 1-ethyl-piperidine; triethylsilane; potassium hydroxide; tin(II) trifluoromethanesulfonate; 18-crown-6 ether; tributylphosphine; 2,2-dimethyl-propanoic acid ethyl ester; water; potassium tri-sec-butyl-borohydride; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 5.2: Petasis-Ferrier rearrangement;

DOI:10.1021/ol051584i

Reference yield:

{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-thioacetic acid S-ethyl ester (867033-52-1) → 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol (867033-66-7)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 97 percent / HSiEt₃ / Pd/C / CH₂Cl₂ / 20 °C

2.1: Sn(OTf)2; N-ethylpiperidine / -78 - -55 °C

2.2: LiOH; H₂O₂ / tetrahydrofuran / 0 °C

3.1: HMDS / CH₂Cl₂ / 20 °C

3.2: 95 percent / CH₂Cl₂ / -78 - -30 °C

4.1: ethyl pivalate / tetrahydrofuran / 53 °C

4.2: 88 percent / Me₂AlCl; Cs₂CO₃ / CH₂Cl₂ / 20 °C

5.1: K-selectride / tetrahydrofuran / -78 °C

5.2: TBSOTf; 2,6-lutidine / CH₂Cl₂ / -78 °C

6.1: 97 percent / DDQ; H₂O / CH₂Cl₂ / 20 °C

7.1: 99 percent / DIPEA / CH₂Cl₂ / 0.67 h / -10 °C

8.1: nBu₃P / dimethylformamide / 36 h / 20 °C

8.2: 96 percent / DBU / dimethylformamide / 3 h / 20 °C

9.1: 87 percent / KOH; 18-crown-6 / tetrahydrofuran; H₂O / 0 - 20 °C

With 1-ethyl-piperidine; triethylsilane; potassium hydroxide; tin(II) trifluoromethanesulfonate; 18-crown-6 ether; tributylphosphine; 2,2-dimethyl-propanoic acid ethyl ester; water; potassium tri-sec-butyl-borohydride; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 4.2: Petasis-Ferrier rearrangement;

DOI:10.1021/ol051584i

upstream raw materials:

C₆₁H₈₆INO₉Si₂

{(2R,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

[(2R,3S,4S,5R,6R)-4-(3,4-Dimethoxy-benzyloxy)-6-((E)-2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-acetaldehyde

2-[(2R,3S,4S,5R,6R)-4-(3,4-Dimethoxy-benzyloxy)-6-((E)-2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

Downstream raw materials:

{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

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 867033-66-7 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-(2-iodo-1-methyl-vinyl)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol

Send

Send

Metric Ton KG G Pound L ML

Send

Send