(2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

Base Information

Chemical Name:(2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol
CAS No.:792921-84-7
Molecular Formula:C₅₆H₉₂O₅Si₃
Molecular Weight:929.6
Hs Code.:

Synonyms:(2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

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Chemical Property of (2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

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Technology Process of (2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

There total 41 articles about (2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-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: 67.0%

: 792921-83-6
((2E,4R,5S,7S,8Z,10S,11R,12S,14R)-5,7,11,15-tetrakis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethylpentadeca-2,8-dienyloxy)triphenylmethane

: 792921-84-7
(2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

Guidance literature:: With pyridine; hydrogen fluoride; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; at 0 ℃; for 24h;
DOI:10.1002/anie.200460593

Reference yield:

: 792921-69-8
(3S,4R,5E)-3-(tert-butyldimethylsilyloxy)-N-methoxy-N,4-dimethyl-7-(trityloxy)hept-5-enamide

: 792921-84-7
(2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 93 percent / tetrahydrofuran; hexane / -78 - 0 °C

2.1: 79 percent / i-PrOH / (S,S)-Noyori catalyst

3.1: 91 percent / hydrogen / Lindlar catalyst / toluene / 1 h

4.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

5.1: 67 percent / HF*pyridine complex; pyridine / tetrahydrofuran / 21 h / 0 °C

With pyridine; 2,6-dimethylpyridine; n-butyllithium; hydrogen; pyridine hydrogenfluoride; isopropyl alcohol; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/j.tet.2007.05.033

Reference yield:

: 792921-79-0
(4R,5S,2E)-5,7-bis(tert-butyldimethylsilyloxy)-4-methylhept-2-en-1-ol

: 792921-84-7
(2R,4S,5R,6S,7Z,9S,11S,12R,13E)-5,9,11-tris(tert-butyldimethylsilyloxy)-2,4,6,12-tetramethyl-15-(trityloxy)pentadeca-7,13-dien-1-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / 4-(dimethylamino)pyridine; pyridine / 18 h / Heating

2.1: 89 percent / HF*pyridine complex; pyridine / tetrahydrofuran / 20 °C

3.1: sulfur trioxide*pyridine complex; Et₃N; DMSO / CH₂Cl₂ / 0 - 20 °C

4.1: 2-methyl-2-butene; NaH₂PO₄*H₂O; NaClO₂ / H₂O; tetrahydrofuran / 2 h

5.1: 2.65 g / 4-(dimethylamino)pyridine; Et₃N; DCC / CH₂Cl₂ / 0 - 20 °C

6.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

6.2: 93 percent / tetrahydrofuran; hexane / -78 - 0 °C

7.1: 79 percent / i-PrOH / (S,S)-Noyori catalyst

8.1: 91 percent / hydrogen / Lindlar catalyst / toluene / 1 h

9.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

10.1: 67 percent / HF*pyridine complex; pyridine / tetrahydrofuran / 21 h / 0 °C

With pyridine; 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; hydrogen; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; isopropyl alcohol; Lindlar's catalyst; (S,S)-Noyori catalyst; In tetrahydrofuran; hexane; dichloromethane; water; toluene;
DOI:10.1016/j.tet.2007.05.033