5-Tridecenoic acid, 9-hydroxy-11-(methoxymethoxy)-2,4-dimethyl-7-oxo-13-(phenylmethoxy) -3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (2S,3S,4R,5E,9S,11S)-

Base Information

Chemical Name:5-Tridecenoic acid, 9-hydroxy-11-(methoxymethoxy)-2,4-dimethyl-7-oxo-13-(phenylmethoxy) -3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (2S,3S,4R,5E,9S,11S)-
CAS No.:850416-22-7
Molecular Formula:C37H64O8Si
Molecular Weight:664.996
Hs Code.:

5-Tridecenoic acid,
9-hydroxy-11-(methoxymethoxy)-2,4-dimethyl-7-oxo-13-(phenylmethoxy)
-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester,
(2S,3S,4R,5E,9S,11S)-

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Chemical Property of 5-Tridecenoic acid, 9-hydroxy-11-(methoxymethoxy)-2,4-dimethyl-7-oxo-13-(phenylmethoxy) -3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (2S,3S,4R,5E,9S,11S)-

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Technology Process of 5-Tridecenoic acid, 9-hydroxy-11-(methoxymethoxy)-2,4-dimethyl-7-oxo-13-(phenylmethoxy) -3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (2S,3S,4R,5E,9S,11S)-

There total 16 articles about 5-Tridecenoic acid, 9-hydroxy-11-(methoxymethoxy)-2,4-dimethyl-7-oxo-13-(phenylmethoxy) -3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (2S,3S,4R,5E,9S,11S)- 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: 70.0%

: 850416-15-8
(E)-(2S,3S,4R,9S,11S)-13-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-11-methoxymethoxy-2,4-dimethyl-7-oxo-3-triisopropylsilanyloxy-tridec-5-enoic acid tert-butyl ester

: 850416-22-7
(E)-(2S,3S,4R,9S,11S)-13-Benzyloxy-9-hydroxy-11-methoxymethoxy-2,4-dimethyl-7-oxo-3-triisopropylsilanyloxy-tridec-5-enoic acid tert-butyl ester

Guidance literature:: With hydrogenchloride; In ethanol; at 20 ℃; for 3h;
DOI:10.1055/s-2005-862351

Reference yield:

: 64714-79-0
5-benzyloxy-3-oxo-pentanoic acid ethyl ester

: 850416-22-7
(E)-(2S,3S,4R,9S,11S)-13-Benzyloxy-9-hydroxy-11-methoxymethoxy-2,4-dimethyl-7-oxo-3-triisopropylsilanyloxy-tridec-5-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 82 percent / H₂ / {Ru[(S)-SYNPHOS]Br₂} / ethanol / 14 h / 80 °C / 8250.66 Torr

2.1: 86 percent / P₂O₅ / CHCl₃ / 0.25 h / 0 °C

3.1: LDA / tetrahydrofuran / -40 °C

3.2: 84 percent / tetrahydrofuran / 4.5 h / -40 °C

4.1: 93 percent / H₂ / Ikariya-Mashima's catalyst / methanol / 8 h / 20 °C / 60004.8 Torr

5.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -30 °C

6.1: 85 percent / DIBALH / toluene / 0.42 h / -78 °C

7.1: n-BuLi / tetrahydrofuran / -78 °C

7.2: 87 percent / tetrahydrofuran / 0.42 h / -78 °C

8.1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 2.5 h / 0 - 20 °C

9.1: 38 percent / LiCl; DIPEA / acetonitrile / 26 h / 20 °C

10.1: 70 percent / HCl / ethanol / 3 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; n-butyllithium; hydrogen; phosphorus pentoxide; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium diisopropyl amide; RuBr₂[(S)-(C₆H₂OCH₂CH₂OP(C₆H₅)2)2]; Ikariya-Mashima's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; toluene; acetonitrile;
DOI:10.1055/s-2005-862351

Reference yield:

: 95112-81-5,113335-04-9
(S)-ethyl 5-benzyloxy-3-hydroxypentanoate

: 850416-22-7
(E)-(2S,3S,4R,9S,11S)-13-Benzyloxy-9-hydroxy-11-methoxymethoxy-2,4-dimethyl-7-oxo-3-triisopropylsilanyloxy-tridec-5-enoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 86 percent / P₂O₅ / CHCl₃ / 0.25 h / 0 °C

2.1: LDA / tetrahydrofuran / -40 °C

2.2: 84 percent / tetrahydrofuran / 4.5 h / -40 °C

3.1: 93 percent / H₂ / Ikariya-Mashima's catalyst / methanol / 8 h / 20 °C / 60004.8 Torr

4.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -30 °C

5.1: 85 percent / DIBALH / toluene / 0.42 h / -78 °C

6.1: n-BuLi / tetrahydrofuran / -78 °C

6.2: 87 percent / tetrahydrofuran / 0.42 h / -78 °C

7.1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 2.5 h / 0 - 20 °C

8.1: 38 percent / LiCl; DIPEA / acetonitrile / 26 h / 20 °C

9.1: 70 percent / HCl / ethanol / 3 h / 20 °C

With 2,6-dimethylpyridine; hydrogenchloride; n-butyllithium; hydrogen; phosphorus pentoxide; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium diisopropyl amide; Ikariya-Mashima's catalyst; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; toluene; acetonitrile;
DOI:10.1055/s-2005-862351