(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester

Base Information

Chemical Name:(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester
CAS No.:808771-36-0
Molecular Formula:C₄₉H₆₆O₈Si
Molecular Weight:811.144
Hs Code.:

(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester

Synonyms:(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester

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Chemical Property of (2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester

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Technology Process of (2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester

There total 17 articles about (2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester 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:

: 808771-19-9
(2E,6E)-(S)-5-Methyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-hepta-2,6-dien-1-ol

: 808771-36-0
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 92 percent / Et₃N / PdCl₂(PPh₃)2 / methanol

2.1: MsCl; iPr₂EtN; 4-DMAP / CH₂Cl₂

2.2: 81 percent / dimethylformamide

3.1: 86 percent / BuLi; HMPA / tetrahydrofuran

4.1: DIBAH / tetrahydrofuran

4.2: 70 percent / NaBH₄ / tetrahydrofuran; H₂O

5.1: Dess-Martin reagent / benzene; CH₂Cl₂

6.1: 80 percent / benzene

7.1: 82 percent / HCl / H₂O; tetrahydrofuran

8.1: MnO₂ / benzene; CH₂Cl₂

8.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

8.3: 40 percent / Et₃N / tetrahydrofuran

9.1: Dess-Martin reagent / benzene; CH₂Cl₂

9.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; manganese(IV) oxide; n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 1.1: Suzuki coupling;
DOI:10.1016/j.tetlet.2004.09.162

Reference yield:

: 808771-17-7
(R)-4-benzyl-3-((S,E)-6-(tert-butyldiphenylsilyloxy)-2-methylhex-4-enoyl)oxazolidin-2-one

: 808771-36-0
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 92 percent / Et₃N / PdCl₂(PPh₃)2 / methanol

2.1: MsCl; iPr₂EtN; 4-DMAP / CH₂Cl₂

2.2: 81 percent / dimethylformamide

3.1: 86 percent / BuLi; HMPA / tetrahydrofuran

4.1: DIBAH / tetrahydrofuran

4.2: 70 percent / NaBH₄ / tetrahydrofuran; H₂O

5.1: Dess-Martin reagent / benzene; CH₂Cl₂

6.1: 80 percent / benzene

7.1: 82 percent / HCl / H₂O; tetrahydrofuran

8.1: MnO₂ / benzene; CH₂Cl₂

8.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

8.3: 40 percent / Et₃N / tetrahydrofuran

9.1: Dess-Martin reagent / benzene; CH₂Cl₂

9.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; manganese(IV) oxide; n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; benzene; 2.1: Suzuki coupling;
DOI:10.1016/j.tetlet.2004.09.162

Reference yield:

: (Z)-4-((R)-3-Methyl-5-oxo-2,5-dihydro-furan-2-yl)-but-2-enal

: 808771-36-0
(2E,4Z,8Z,10E,14E,18E,20Z)-(6R,17S)-20-Carboxymethyl-6-methoxy-2,5,17-trimethyl-docosa-2,4,8,10,14,18,20-heptaenedioic acid 1-tert-butyl ester 22-(tert-butyl-diphenyl-silanyloxymethyl) ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 86 percent / BuLi; HMPA / tetrahydrofuran

2.1: DIBAH / tetrahydrofuran

2.2: 70 percent / NaBH₄ / tetrahydrofuran; H₂O

3.1: Dess-Martin reagent / benzene; CH₂Cl₂

4.1: 80 percent / benzene

5.1: 82 percent / HCl / H₂O; tetrahydrofuran

6.1: MnO₂ / benzene; CH₂Cl₂

6.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

6.3: 40 percent / Et₃N / tetrahydrofuran

7.1: Dess-Martin reagent / benzene; CH₂Cl₂

7.2: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; manganese(IV) oxide; n-butyllithium; diisobutylaluminium hydride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; water; benzene; 1.1: Wittig reaction;
DOI:10.1016/j.tetlet.2004.09.162