(S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene

Base Information

Chemical Name:(S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene
CAS No.:918876-09-2
Molecular Formula:C₃₉H₅₂O₃
Molecular Weight:568.84
Hs Code.:

Synonyms:(S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene

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Chemical Property of (S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene

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Technology Process of (S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene

There total 5 articles about (S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene 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: 93.0%

: 69400-39-1
(+) (S)-6-benzyloxy-2,5,7,8-tetramethyl-chroman-2-carbaldhyde

: 11-benzyloxyundanyltriphenylphosphonium bromide

: 918876-09-2
(S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene

Guidance literature:: 11-benzyloxyundanyltriphenylphosphonium bromide; With potassium tert-butylate; tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 - 20 ℃;

(+) (S)-6-benzyloxy-2,5,7,8-tetramethyl-chroman-2-carbaldhyde; In tetrahydrofuran; hexane; at -78 - 0 ℃;
DOI:10.1016/j.tet.2006.09.082

Reference yield:

: 100-39-0
benzyl bromide

: 918876-09-2
(S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / potassium carbonate / acetone / 40 h / Heating

2.1: 79 percent / DIBAL-H / heptane; hexane / 2.5 h / -78 °C

3.1: t-BuLi; potassium tert-butoxide / tetrahydrofuran; hexane / -78 - 20 °C

3.2: 93 percent / tetrahydrofuran; hexane / -78 - 0 °C

With potassium tert-butylate; tert.-butyl lithium; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; hexane; n-heptane; acetone; 3.2: Wittig coupling;
DOI:10.1016/j.tet.2006.09.082

Reference yield:

: 144878-51-3
11-bromoundecan-1-yl benzyl ether

: 918876-09-2
(S)-6-(benzyloxy)-2-(12-(benzyloxy)dodec-1-enyl)-2,5,7,8-tetramethyl-3,4-dihydro-2H-chromene

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / acetonitrile / 44 h / Heating

2.1: t-BuLi; potassium tert-butoxide / tetrahydrofuran; hexane / -78 - 20 °C

2.2: 93 percent / tetrahydrofuran; hexane / -78 - 0 °C

With potassium tert-butylate; tert.-butyl lithium; In tetrahydrofuran; hexane; acetonitrile; 2.2: Wittig coupling;
DOI:10.1016/j.tet.2006.09.082