[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile

Base Information

Chemical Name:[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile
CAS No.:733010-80-5
Molecular Formula:C₂₆H₃₇NO₃
Molecular Weight:411.585
Hs Code.:

Synonyms:[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile

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Chemical Property of [(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile

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Technology Process of [(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile

There total 5 articles about [(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile 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: 97.3%

: 77-76-9
2,2-dimethoxy-propane

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

: 733010-80-5
[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane;
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

: 733010-80-5
[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 6 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

6.1: 97.3 percent / PPTS / CH₂Cl₂

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

: 733010-80-5
[(4R,5S)-5-((3E,7E)-9-Benzyloxy-3,7-dimethyl-nona-3,7-dienyl)-2,2,4-trimethyl-[1,3]dioxolan-4-yl]-acetonitrile

Guidance literature:: Multi-step reaction with 5 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

5: 97.3 percent / PPTS / CH₂Cl₂

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