(4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

Base Information

Chemical Name:(4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol
CAS No.:861822-08-4
Molecular Formula:C₅₅H₉₀O₅Si₃
Molecular Weight:915.573
Hs Code.:

Synonyms:(4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

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Chemical Property of (4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

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Technology Process of (4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

There total 14 articles about (4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-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: 71.0%

: 861822-07-3
((2E,4R,5S,7S,8Z,10S,11R,12S)-5,7,11,15-tetrakis(tert-butyldimethylsilyloxy)-4,10,12-trimethylpentadeca-2,8-dienyloxy)triphenylmethane

: 861822-08-4
(4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; at 0 ℃; for 24h;
DOI:10.1021/ol050808u

Reference yield: 71.0%

: 861822-08-4
(4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

Guidance literature:

Reference yield:

: 861821-96-7
(3S,4R,5S)-4,8-bis(tert-butyldimethylsilyloxy)-3,5-dimethyloct-1-yne

: 861822-08-4
(4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-4,6,12-trimethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / n-butyllithium

2: 95 percent / (S,S)-Noyori catalyst / propan-2-ol

3: 100 percent / H₂ / Lindlar catalyst / toluene

4: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5: 71 percent / HF*pyridine; pyridine / tetrahydrofuran / 21 h / 0 °C

With pyridine; 2,6-dimethylpyridine; n-butyllithium; hydrogen; pyridine hydrogenfluoride; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene; 3: Lindlar hydrogenation;
DOI:10.1021/jm061385k