(2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-ol

Base Information

Chemical Name:(2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-ol
CAS No.:639071-41-3
Molecular Formula:C₃₁H₅₄O₄Si
Molecular Weight:518.853
Hs Code.:

Synonyms:(2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-ol

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Chemical Property of (2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-ol

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Technology Process of (2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-ol

There total 11 articles about (2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-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:

: 922-65-6
divinylcarbinol

: 639071-41-3
(2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 0.67 h / -78 °C

2.2: tetrahydrofuran; cyclohexane / 4 h / -78 °C

3.1: 2.491 g / 2,6-lutidine / tetrahydrofuran; cyclohexane / 2 h / 0 °C

4.1: 70 percent / K₃[Fe(CN)6]; K₂CO₃; K₂OsO₄*2H₂O / (DHQD)2PHAL; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 0.25 h / 0 °C

5.1: CuCN / diethyl ether / 0.5 h / -78 °C

5.2: 65 percent / diethyl ether / 4 h

6.1: BiBr₃; tert-butyldimethylsilane / acetonitrile / 0.17 h / 0 °C

7.1: 2.452 g / 2,6-lutidine / acetonitrile / 1 h / 0 °C

With 2,6-dimethylpyridine; dmap; potassium osmate(VI); bismuth(III) bromide; tert-butyldimethylsilane; sec.-butyllithium; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); methanesulfonamide; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane; water; acetonitrile; tert-butyl alcohol; 4.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja0384734

Reference yield:

: 102490-00-6
(2S,3R)-1,2-epoxy-4-penten-3-ol

: 639071-41-3
(2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 80 percent / triphenylphosphane; diisopropyl diazenedicarboxylate / tetrahydrofuran / 0 - 20 °C

2.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 0.67 h / -78 °C

2.2: tetrahydrofuran; cyclohexane / 4 h / -78 °C

3.1: 2.491 g / 2,6-lutidine / tetrahydrofuran; cyclohexane / 2 h / 0 °C

4.1: 70 percent / K₃[Fe(CN)6]; K₂CO₃; K₂OsO₄*2H₂O / (DHQD)2PHAL; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 0.25 h / 0 °C

5.1: CuCN / diethyl ether / 0.5 h / -78 °C

5.2: 65 percent / diethyl ether / 4 h

6.1: BiBr₃; tert-butyldimethylsilane / acetonitrile / 0.17 h / 0 °C

7.1: 2.452 g / 2,6-lutidine / acetonitrile / 1 h / 0 °C

With 2,6-dimethylpyridine; potassium osmate(VI); bismuth(III) bromide; di-isopropyl azodicarboxylate; tert-butyldimethylsilane; sec.-butyllithium; potassium carbonate; triphenylphosphine; potassium hexacyanoferrate(III); methanesulfonamide; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; diethyl ether; cyclohexane; water; acetonitrile; tert-butyl alcohol; 1.1: Mitsunobu reaction / 4.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja0384734

Reference yield:

: 82865-59-6
3--1,4-pentadiene

: 639071-41-3
(2S,3R,6S)-2-decyl-6-[(1S)-1-(4-methoxyphenoxy)prop-2-en-1-yl]tetrahydropyran-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: sec-butyllithium / tetrahydrofuran; cyclohexane / 0.67 h / -78 °C

1.2: tetrahydrofuran; cyclohexane / 4 h / -78 °C

2.1: 2.491 g / 2,6-lutidine / tetrahydrofuran; cyclohexane / 2 h / 0 °C

3.1: 70 percent / K₃[Fe(CN)6]; K₂CO₃; K₂OsO₄*2H₂O / (DHQD)2PHAL; MeSO₂NH₂ / 2-methyl-propan-2-ol; H₂O / 0.25 h / 0 °C

4.1: CuCN / diethyl ether / 0.5 h / -78 °C

4.2: 65 percent / diethyl ether / 4 h

5.1: BiBr₃; tert-butyldimethylsilane / acetonitrile / 0.17 h / 0 °C

6.1: 2.452 g / 2,6-lutidine / acetonitrile / 1 h / 0 °C

With 2,6-dimethylpyridine; potassium osmate(VI); bismuth(III) bromide; tert-butyldimethylsilane; sec.-butyllithium; potassium carbonate; potassium hexacyanoferrate(III); methanesulfonamide; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; diethyl ether; cyclohexane; water; acetonitrile; tert-butyl alcohol; 3.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja0384734