(10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol

Base Information

Chemical Name:(10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol
CAS No.:479673-45-5
Molecular Formula:C₅₂H₈₄O₆Si
Molecular Weight:833.321
Hs Code.:

(10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol

Synonyms:(10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol

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Chemical Property of (10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol

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Technology Process of (10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol

There total 18 articles about (10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-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: 78.0%

: 479673-26-2
(12S, [13S,] [14S,] [19R,] [20R,] [21R,] 22S)-21-(TERT-BUTYLDIMETHYLSILANYLOXY)-13,19-[BIS-(4-METHOXYBENZYLOXY)-12,] 14,20, 22-tetramethylhexacosa-10,15, 23, 25-TETRAEN-1-(TERT-Butyldimethylsilanyl)-ol

: 479673-45-5
(10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol

Guidance literature:: With pyridine hydrogenfluoride; In pyridine;
DOI:10.1021/ol026942l

Reference yield:

: 154919-93-4
(S)-4-Benzyl-3-[(2S,3R)-6-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-2-methyl-hexanoyl]-oxazolidin-2-one

: 479673-45-5
(10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol

Guidance literature:: Multi-step reaction with 13 steps

1.1: LiBH₄

1.2: PPTS

2.1: 92 percent / DIBAL

3.1: Dess-Martin periodinane

4.1: 85 percent / LDA

5.1: 88 percent / 2,6-lutidine

6.1: 79 percent / DIBAL

7.1: Dess-Martin periodinane

8.1: CrCl₂

8.2: NaH

9.1: 88 percent / HF*pyridine / pyridine

10.1: I₂; PPh₃; imidazole

11.1: NaHMDS

12.1: 78 percent / HF*pyridine / pyridine

With 1H-imidazole; 2,6-dimethylpyridine; chromium dichloride; lithium borohydride; iodine; sodium hexamethyldisilazane; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; triphenylphosphine; lithium diisopropyl amide; In pyridine; 3.1: Dess-Martin oxidation / 7.1: Dess-Martin oxidation / 8.1: Peterson olefination / 8.2: Peterson olefination / 12.1: Wittig reaction;
DOI:10.1021/ol026942l

Reference yield:

: 112-47-0
1,10-Decanediol

: 479673-45-5
(10Z,15Z,23Z)-(12S,13S,14S,19R,20S,21S,22S)-21-(tert-Butyl-dimethyl-silanyloxy)-13,19-bis-(4-methoxy-benzyloxy)-12,14,20,22-tetramethyl-hexacosa-10,15,23,25-tetraen-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 42 percent / NaH

2: 80 percent / Dess-Martin periodinane

3: 75 percent / NaHMDS

4: 70 percent / DIBAL

5: Dess-Martin periodinane

6: NaHMDS

7: 78 percent / HF*pyridine / pyridine

With sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; pyridine hydrogenfluoride; In pyridine; 2: Dess-Martin oxidation / 3: Wittig reaction / 5: Dess-Martin oxidation / 6: Wittig reaction;
DOI:10.1021/ol026942l