11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol

Base Information

Chemical Name:11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol
CAS No.:765954-56-1
Molecular Formula:C₂₆H₄₄O₂Si
Molecular Weight:416.72
Hs Code.:

Synonyms:11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol

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Chemical Property of 11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol

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Technology Process of 11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol

There total 3 articles about 11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol 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: 85.0%

: 765954-52-7
11-cis-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol

: 765954-56-1
11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol

Guidance literature:: 11-cis-O-tert-butyldimethylsilyl-12-cyano-13-demethyl-13,14-dihydroretinol; With diisobutylaluminium hydride; In hexane; at -78 ℃; for 0.583333h;

With silica gel; In diethyl ether; water; at 0 ℃; Further stages.;
DOI:10.1016/j.tet.2004.06.116

Reference yield:

: 89031-84-5
3-(tert-butyldimethylsilyloxy)propyl bromide

: 765954-56-1
11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 40 percent / NaH; NaI; HMPA / tetrahydrofuran / 72 h / 20 °C

2.1: NaH; NaI; HMPA / tetrahydrofuran / 18 h / 20 °C

3.1: DIBAL-H / hexane / 0.58 h / -78 °C

3.2: 85 percent / SiO₂ / H₂O; diethyl ether / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; diisobutylaluminium hydride; sodium iodide; In tetrahydrofuran; hexane; 1.1: Emmons-Horner condensation / 2.1: Emmons-Horner condensation;
DOI:10.1016/j.tet.2004.06.116

Reference yield:

: 765954-47-0
diethyl 4-tert-butyldimethylsilanyloxy-1-cyanobutylphosphonate

: 765954-56-1
11-cis-O-tert-butyldimethylsilyl-12-formyl-13-demethyl-13,14-dihydroretinol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH; NaI; HMPA / tetrahydrofuran / 18 h / 20 °C

2.1: DIBAL-H / hexane / 0.58 h / -78 °C

2.2: 85 percent / SiO₂ / H₂O; diethyl ether / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; diisobutylaluminium hydride; sodium iodide; In tetrahydrofuran; hexane; 1.1: Emmons-Horner condensation;
DOI:10.1016/j.tet.2004.06.116