(4S,7R,8S,9S,13Z,16S)-4,8-Dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-[2-(hydroxymethyl)-4-thiazolyl]ethenyl]-1-oxacyclohexadec-13-ene-2,6-dione

Base Information

Chemical Name:(4S,7R,8S,9S,13Z,16S)-4,8-Dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-[2-(hydroxymethyl)-4-thiazolyl]ethenyl]-1-oxacyclohexadec-13-ene-2,6-dione
CAS No.:252981-50-3
Molecular Formula:C27H41NO6S
Molecular Weight:507.692
Hs Code.:
Mol file:252981-50-3.mol

(4S,7R,8S,9S,13Z,16S)-4,8-Dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-[2-(hydroxymethyl)-4-thiazolyl]ethenyl]-1-oxacyclohexadec-13-ene-2,6-dione

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4S,7R,8S,9S,13Z,16S)-4,8-Dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-[2-(hydroxymethyl)-4-thiazolyl]ethenyl]-1-oxacyclohexadec-13-ene-2,6-dione

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (4S,7R,8S,9S,13Z,16S)-4,8-Dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-[2-(hydroxymethyl)-4-thiazolyl]ethenyl]-1-oxacyclohexadec-13-ene-2,6-dione

There total 14 articles about (4S,7R,8S,9S,13Z,16S)-4,8-Dihydroxy-5,5,7,9,13-pentamethyl-16-[(E)-1-methyl-2-[2-(hydroxymethyl)-4-thiazolyl]ethenyl]-1-oxacyclohexadec-13-ene-2,6-dione 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: 97.0%

: 346652-33-3
(Z)-(4S,7R,8S,9S,16S)-4,8-Bis-(tert-butyl-dimethyl-silanyloxy)-16-{(E)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-thiazol-4-yl]-1-methyl-vinyl}-5,5,7,9,13-pentamethyl-oxacyclohexadec-13-ene-2,6-dione

: 252981-50-3
21-hydroxy-12,13-desoxyepothilone B

Guidance literature:: With pyridine; hydrogen fluoride; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1002/1521-3765(20010417)7:8<1691::AID-CHEM16910>3.0.CO;2-9

Reference yield: 91.0%

: 298702-22-4
(Z)-(4S,7R,8S,9S,16S)-8-Hydroxy-16-[(E)-2-(2-hydroxymethyl-thiazol-4-yl)-1-methyl-vinyl]-5,5,7,9,13-pentamethyl-4-triethylsilanyloxy-oxacyclohexadec-13-ene-2,6-dione

: 252981-50-3
21-hydroxy-12,13-desoxyepothilone B

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1021/ja010039j

Reference yield:

: 252205-76-8
(E)-4-Hydroxy-6-(2-hydroxymethyl-thiazol-4-yl)-5-methyl-hex-5-en-2-one

: 252981-50-3
21-hydroxy-12,13-desoxyepothilone B

Guidance literature:: Multi-step reaction with 12 steps

1.1: 48 percent / aldolase antibody 84G₃; PBS buffer / 96 h / 37 °C / pH 7.4

2.1: 90 percent / imidazole / dimethylformamide / 8 h / 20 °C

3.1: lutidine / CH₂Cl₂ / 4 h / -78 - 0 °C

4.1: OsO₄; aq. NMO / CH₂Cl₂; toluene / 5 h / 20 °C

5.1: 92 percent / NaBH₄ / methanol / 0.5 h / 0 °C

6.1: 95 percent / Pb(OAc)4 / CH₂Cl₂ / 0.5 h / 0 °C

7.1: nBuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

7.2: 91 percent / tetrahydrofuran; hexane / 0.5 h / 0 °C

8.1: 96 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

9.1: 83 percent / iPr₂NEt / CH₂Cl₂ / 8 h / 0 - 20 °C

10.1: 97 percent / EDC; DMAP / CH₂Cl₂ / 5 h / 0 - 20 °C

11.1: 43 percent / [C₆H₅CH=RuCl₂(PCy₃)-CH(-N(Mes)-CH₂-CH₂N(Mes)-)] / CH₂Cl₂ / 16 h / Heating

12.1: 97 percent / HF; pyridine / tetrahydrofuran / 6 h / 20 °C

With pyridine; 1H-imidazole; lead(IV) acetate; dmap; sodium tetrahydroborate; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; PBS buffer; aldolase antibody 84G₃; lutidine; hydrogen fluoride; tetrabutyl ammonium fluoride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; [C₆H₅CH=RuCl₂(PCy₃)-CH(-N(Mes)-CH₂-CH₂N(Mes)-)]; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 7.2: Wittig reaction;
DOI:10.1002/1521-3765(20010417)7:8<1691::AID-CHEM16910>3.0.CO;2-9