(E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol

Base Information

Chemical Name:(E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol
CAS No.:192122-47-7
Molecular Formula:C₂₅H₃₄O₃Si
Molecular Weight:410.629
Hs Code.:

Synonyms:(E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol

Suppliers and Price of (E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol

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 (E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol

There total 15 articles about (E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-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: 78.0%

: 192122-46-6
(E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid methyl ester

: 192122-47-7
(E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; hexane; for 0.5h;
DOI:10.1021/jo9619241

Reference yield:

: 66084-36-4
(E)-(R)-(tetrahydro-pyran-2-yloxy)-hex-2-en-1-ol

: 192122-47-7
(E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 81 percent / Ti(OPr-i)4, (R,R)-(+)-diethyl tartrate, tert-butyl hydroperoxide / CH₂Cl₂; 2,2,4-trimethyl-pentane / 2 h / -20 °C

2: 80 percent / Ti(OPr-i)4 / CH₂Cl₂ / 4 h / Ambient temperature

3: NaIO₄ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

4: 80 percent / NaH / benzene / 0.08 h / 0 °C

5: 95 percent / conc. HCl / methanol / 0.08 h / pH 1

6: 9 percent / NaH / tetrahydrofuran / 4 h / -78 °C

7: 95 percent / NaH / tetrahydrofuran / 4 h / -78 °C

8: 73 percent / DIBAL / diethyl ether; hexane / 0.5 h / 0 °C

9: 93 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

10: 85 percent / imidazole / CH₂Cl₂ / 12 h / Ambient temperature

11: 96 percent / NaH, / CH₂Cl₂; methanol / 0.08 h

12: SO₃-Py, Et₃N / CH₂Cl₂; dimethylsulfoxide / 0.5 h / Ambient temperature

13: 89 percent / piperidine / pyridine / 2 h / 60 °C

14: 78 percent / DIBAL / diethyl ether; hexane / 0.5 h

With piperidine; 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; sodium periodate; pyridine-SO₃ complex; diethyl (2R,3R)-tartrate; sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; pyridine; methanol; 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; benzene;
DOI:10.1021/jo9619241

Reference yield:

: 127280-22-2
{(2S,3S)-3-[3-(Tetrahydro-pyran-2-yloxy)-propyl]-oxiranyl}-methanol

: 192122-47-7
(E)-4-[(2S,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-tetrahydro-pyran-2-yl]-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 13 steps

1: 80 percent / Ti(OPr-i)4 / CH₂Cl₂ / 4 h / Ambient temperature

2: NaIO₄ / tetrahydrofuran; H₂O / 2 h / Ambient temperature

3: 80 percent / NaH / benzene / 0.08 h / 0 °C

4: 95 percent / conc. HCl / methanol / 0.08 h / pH 1

5: 9 percent / NaH / tetrahydrofuran / 4 h / -78 °C

6: 95 percent / NaH / tetrahydrofuran / 4 h / -78 °C

7: 73 percent / DIBAL / diethyl ether; hexane / 0.5 h / 0 °C

8: 93 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

9: 85 percent / imidazole / CH₂Cl₂ / 12 h / Ambient temperature

10: 96 percent / NaH, / CH₂Cl₂; methanol / 0.08 h

11: SO₃-Py, Et₃N / CH₂Cl₂; dimethylsulfoxide / 0.5 h / Ambient temperature

12: 89 percent / piperidine / pyridine / 2 h / 60 °C

13: 78 percent / DIBAL / diethyl ether; hexane / 0.5 h

With piperidine; 1H-imidazole; titanium(IV) isopropylate; hydrogenchloride; sodium periodate; pyridine-SO₃ complex; sodium hydride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide; benzene;
DOI:10.1021/jo9619241