(4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:(4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one
CAS No.:790700-01-5
Molecular Formula:C₁₉H₂₈O₄
Molecular Weight:320.429
Hs Code.:

Synonyms:(4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one

Suppliers and Price of (4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one

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 (4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one

There total 10 articles about (4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one 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: 76.0%

: 790699-97-7
[(4R,5R,6S)-6-((S)-4-Benzyloxy-hexyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-acetic acid methyl ester

: 790700-01-5
(4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one

Guidance literature:: With acetic acid; In water; at 0 - 20 ℃; for 12h;
DOI:10.1016/j.tetlet.2004.08.099

Reference yield:

: 790699-61-5
[4-(tert-butyl-diphenyl-silanyloxy)-1-methyl-2-oxo-butyl]-phosphonic acid diethyl ester

: 790700-01-5
(4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-BuLi / tetrahydrofuran; CH₂Cl₂ / 0.5 h / -78 - 0 °C

1.2: tetrahydrofuran / 1 h / -78 - 0 °C

2.1: 62 percent / NaBH₄ / methanol / 2 h / 0 - 20 °C

3.1: Ti(OiPr)4; (+)-DIPT; 4A MS / TBHP / CH₂Cl₂ / 0.67 h / -23 °C

4.1: mCPBA / CH₂Cl₂ / 0.75 h / 0 - 20 °C

5.1: 60 percent / Zn; ZnCl₂ / cp2TiCl₂ / tetrahydrofuran / 6 h / -20 - 20 °C

6.1: 94 percent / CSA / CH₂Cl₂ / 0.75 h / 0 - 20 °C

7.1: 93 percent / TBAF / tetrahydrofuran / 4 h / 0 - 20 °C

8.1: SO₃*py; Et₃N / dimethylsulfoxide / 1 h / 0 - 20 °C

8.2: NaClO₂; Na₂HPO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1.5 h / 20 °C

9.1: diethyl ether / 0.25 h / 0 °C

10.1: 76 percent / AcOH / H₂O / 12 h / 0 - 20 °C

With titanium(IV) isopropylate; sodium tetrahydroborate; n-butyllithium; pyridine-SO₃ complex; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; zinc; tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; 1.2: Horner-Wadsworth-Emmons olefination;
DOI:10.1016/j.tetlet.2004.08.099

Reference yield:

: 790699-65-9
(E)-(S)-9-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-4-methyl-undec-4-en-3-one

: 790700-01-5
(4R,5S,6S)-6-((S)-4-Benzyloxy-hexyl)-4-hydroxy-5-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 62 percent / NaBH₄ / methanol / 2 h / 0 - 20 °C

2.1: Ti(OiPr)4; (+)-DIPT; 4A MS / TBHP / CH₂Cl₂ / 0.67 h / -23 °C

3.1: mCPBA / CH₂Cl₂ / 0.75 h / 0 - 20 °C

4.1: 60 percent / Zn; ZnCl₂ / cp2TiCl₂ / tetrahydrofuran / 6 h / -20 - 20 °C

5.1: 94 percent / CSA / CH₂Cl₂ / 0.75 h / 0 - 20 °C

6.1: 93 percent / TBAF / tetrahydrofuran / 4 h / 0 - 20 °C

7.1: SO₃*py; Et₃N / dimethylsulfoxide / 1 h / 0 - 20 °C

7.2: NaClO₂; Na₂HPO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1.5 h / 20 °C

8.1: diethyl ether / 0.25 h / 0 °C

9.1: 76 percent / AcOH / H₂O / 12 h / 0 - 20 °C

With titanium(IV) isopropylate; sodium tetrahydroborate; pyridine-SO₃ complex; L-(+)-diisopropyl tartrate; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; zinc(II) chloride; zinc; tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.tetlet.2004.08.099