(3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

Base Information

Chemical Name:(3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester
CAS No.:81541-17-5
Molecular Formula:C₄₄H₅₆O₈
Molecular Weight:712.924
Hs Code.:

(3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

Synonyms:(3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

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Chemical Property of (3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

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Technology Process of (3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

There total 72 articles about (3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl 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: 79.0%

: 81114-71-8,83114-35-6,83114-36-7
(3R,4S)-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-3,9-Dihydroxy-2,6-dimethyl-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-3-hydroxy-pentanoic acid methyl ester

: 81541-17-5
(3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

Guidance literature:: With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/S0040-4039(01)82047-5

Reference yield: 41.0%

: 81114-69-4
(E)-(4R,5R)-5-Hydroxy-2-methyl-4-trityloxymethyl-hept-2-enal

: 81114-58-1
(3R,4S)-3-Hydroxy-4-[(2S,3R)-5-methoxy-3-((R)-2-methyl-3-oxo-butyl)-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

: 81541-17-5
(3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2R,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 0 ℃; for 2h;
DOI:10.1016/S0040-4039(01)82047-5

Reference yield:

: 80890-30-8
(3R,4R,5R)-5-(2-Benzyloxy-ethyl)-4-methyl-tetrahydro-furan-2,3-diol

: 81541-17-5
(3R,4S)-3-Hydroxy-4-[(2S,3R)-3-((4E,6E)-(2S,8R,9S)-9-hydroxy-2,6-dimethyl-3-oxo-8-trityloxymethyl-undeca-4,6-dienyl)-5-methoxy-tetrahydro-furan-2-yl]-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: toluene / 18 h / 50 °C

2: TsOH / dimethylformamide / 1 h / 20 °C

3: BuLi / 2.5 h / -78 °C

4: BF₃ - Et₂O / 18 h / 20 °C

5: DIBAL / toluene / 0.5 h / -78 °C

6: Amberlyst 15 (H type) / 2 h / 20 °C

7: NaH / dimethylformamide / 4 h / 20 °C

8: 85 percent / CdCO₃, HgCl₂ / acetone; H₂O / 1 h / 20 °C

9: 90 percent / toluene / 90 h / 60 °C

10: H₂ / Pd-black / methanol / 20 °C / 2280 Torr

11: O₂ / Pt-black, NaHCO₃ / H₂O / 80 °C

12: 27 percent / diethyl ether / 20 °C

13: LDA / tetrahydrofuran / 2 h / -78 - 0 °C

With n-butyllithium; cadmium(II) carbonate; Amberlyst 15 (H type); boron trifluoride diethyl etherate; hydrogen; oxygen; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; mercury dichloride; lithium diisopropyl amide; sodium hydrogencarbonate; palladium; platinum; In tetrahydrofuran; methanol; diethyl ether; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4039(01)82047-5