Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester

Base Information

Chemical Name:Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester
CAS No.:288092-47-7
Molecular Formula:C₃₃H₄₄O₆Si
Molecular Weight:564.794
Hs Code.:

Synonyms:Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester

Suppliers and Price of Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester

There total 9 articles about Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl 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: 52.0%

: 814-68-6,25189-84-8
acryloyl chloride

: Acetic acid (2S,4R,6S)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-((R)-2-hydroxy-pent-4-enyl)-tetrahydro-pyran-4-yl ester

: 288092-47-7
Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.3h;
DOI:10.1016/S0040-4020(02)00613-0

Reference yield: 52.0%

: 814-68-6,25189-84-8
acryloyl chloride

: 288092-46-6
Acetic acid (2S,4R,6S)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-6-((S)-2-hydroxy-pent-4-enyl)-tetrahydro-pyran-4-yl ester

: 288092-47-7
Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester

Guidance literature:: With dmap; triethylamine;
DOI:10.1016/S0040-4039(00)00530-X

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 288092-47-7
Acrylic acid (S)-1-{(2S,4R,6S)-4-acetoxy-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-2-ylmethyl}-but-3-enyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 71 percent / BF₃*Et₂O / diethyl ether / 9 h / -78 - 20 °C

2.1: Hg(OAc)2 / 6 h / 20 °C

2.2: 69 percent / NaBH₃CN / methanol; tetrahydrofuran / 4 h / -78 °C

3.1: 92 percent / LiAlH(t-BuO)3 / tetrahydrofuran / 3 h / 20 °C

4.1: 92 percent / NaOAc / 0.5 h / Heating

5.1: 73 percent / trimethylsilyl triflate / acetonitrile / 0.25 h / 0 °C

6.1: O₃ / CH₂Cl₂ / 0.33 h / -78 °C

6.2: 89 percent / triphenylphosphine / CH₂Cl₂ / 2.5 h / -78 - 20 °C

7.1: (-)-β-methoxydiisopinocampheylborane; molecular sieves 4 Angstroem / toluene; diethyl ether / 6 h / -78 °C

7.2: 42 percent / NaBO₃ / H₂O; toluene; diethyl ether / 1 h / Heating

8.1: 52 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.3 h / 0 - 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; boron trifluoride diethyl etherate; mercury(II) diacetate; sodium acetate; ozone; lithium tri-t-butoxyaluminum hydride; triethylamine; (-)-B-methoxydiisopinocampheylborane; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; acetonitrile;
DOI:10.1016/S0040-4020(02)00613-0