(7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile

Base Information

Chemical Name:(7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile
CAS No.:733010-78-1
Molecular Formula:C₂₃H₃₃NO₃
Molecular Weight:371.52
Hs Code.:

Synonyms:(7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile

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Chemical Property of (7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile

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Technology Process of (7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile

There total 4 articles about (7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile 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: 95.6%

: 733010-77-0
(7E,11E)-(3R,4S)-13-Benzyloxy-4-(1-ethoxy-ethoxy)-3-hydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile

: 733010-78-1
(7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol;
DOI:10.1016/j.tetlet.2004.04.139

Reference yield:

: 71135-48-3
(2E,6E,10E)-1-Benzyloxy-3,7,11-trimethyldodeca-2,6,10-trien-12-ol

: 733010-78-1
(7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: 4 Angstroem molecular sieves; L-(+)DIPT; Ti(O-i-Pr)4 / TBHP / CH₂Cl₂

1.2: PPh₃; I₂; H₂O / pyridine / acetonitrile; diethyl ether

2.1: 4 Angstroem molecular sieves; L-(+)DIPT; Ti(O-i-Pr)4 / TBHP / CH₂Cl₂

3.1: 97.5 percent / PPTS / CH₂Cl₂

4.1: 92.1 percent / LiClO₄ / acetonitrile

5.1: 95.6 percent / PTS / methanol

With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; 4 A molecular sieve; lithium perchlorate; pyridinium p-toluenesulfonate; tert.-butylhydroperoxide; In methanol; dichloromethane; acetonitrile; 1.1: Sharpless asymmetric epoxidation / 2.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetlet.2004.04.139

Reference yield:

: 733010-74-7
(6E,10E)-(S)-12-Benzyloxy-2,6,10-trimethyl-dodeca-1,6,10-trien-3-ol

: 733010-78-1
(7E,11E)-(3R,4S)-13-Benzyloxy-3,4-dihydroxy-3,7,11-trimethyl-trideca-7,11-dienenitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 4 Angstroem molecular sieves; L-(+)DIPT; Ti(O-i-Pr)4 / TBHP / CH₂Cl₂

2: 97.5 percent / PPTS / CH₂Cl₂

3: 92.1 percent / LiClO₄ / acetonitrile

4: 95.6 percent / PTS / methanol

With titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; 4 A molecular sieve; lithium perchlorate; pyridinium p-toluenesulfonate; tert.-butylhydroperoxide; In methanol; dichloromethane; acetonitrile; 1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetlet.2004.04.139