(2S,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:(2S,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.:945402-26-6
Molecular Formula:C₅₆H₉₂O₅Si₃
Molecular Weight:929.6
Hs Code.:

Synonyms:(2S,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 (2S,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 (2S,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 5 articles about (2S,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: 90.0%

: 945401-96-7
((2E,4R,5S,7S,8Z,10S,11R,12S,14S)-5,7,11-tris(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)pentadeca-2,8-dienyloxy)triphenylmethane

: 945402-26-6
(2S,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 dichloro-acetic acid; In methanol; dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/jm061385k

Reference yield:

: 945402-24-4
(4R,5S,10S,11R,12S,14S,E)-5,11-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)-1-(trityloxy)pentadec-2-en-8-yn-7-one

: 945402-26-6
(2S,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 4 steps

1: 2.34 g / (S,S)-Noyori catalyst / propan-2-ol / 20 °C

2: H₂ / Lindlar catalyst / toluene / 20 °C

3: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4: 90 percent / Cl₂CHCO₂H / CH₂Cl₂; methanol / 1 h / 0 °C

With 2,6-dimethylpyridine; dichloro-acetic acid; hydrogen; Lindlar's catalyst; (S,S)-Noyori catalyst; In methanol; dichloromethane; isopropyl alcohol; toluene; 2: Lindlar hydrogenation;
DOI:10.1021/jm061385k

Reference yield:

: 945402-25-5
(4R,5S,7S,10S,11R,12S,14S,E)-5,11-bis(tert-butyldimethylsilyloxy)-4,10,12,14-tetramethyl-15-(triethylsilyloxy)-1-(trityloxy)pentadec-2-en-8-yn-7-ol

: 945402-26-6
(2S,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 3 steps

1: H₂ / Lindlar catalyst / toluene / 20 °C

2: 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

3: 90 percent / Cl₂CHCO₂H / CH₂Cl₂; methanol / 1 h / 0 °C

With 2,6-dimethylpyridine; dichloro-acetic acid; hydrogen; Lindlar's catalyst; In methanol; dichloromethane; toluene; 1: Lindlar hydrogenation;
DOI:10.1021/jm061385k