[(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

Base Information

Chemical Name:[(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester
CAS No.:162189-56-2
Molecular Formula:C₃₀H₄₈O₉
Molecular Weight:552.706
Hs Code.:

[(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

Synonyms:[(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

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Chemical Property of [(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

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Technology Process of [(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

There total 12 articles about [(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl 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: 75.0%

: (R)-4-{(4S,5R,6S)-6-[(E)-(1S,4R,5S,10S)-10-(tert-Butyl-dimethyl-silanyloxy)-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-4-methoxy-3-oxo-butyric acid ethyl ester

: 162189-56-2
[(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

Guidance literature:: With acetic acid; at 50 ℃; for 2h;
DOI:10.1055/s-1999-3671

Reference yield:

: 220094-53-1
(S)-2-{(4S,5R,6S)-6-[(S)-3-(tert-Butyl-dimethyl-silanyl)-1-methoxy-prop-2-ynyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propan-1-ol

: 162189-56-2
[(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Bu₃P / CH₂Cl₂ / 3.5 h / 0 °C

2: 97 percent / MCPBA, NaHCO₃ / CH₂Cl₂ / 1.) 0 deg C, 5 min, 2.) r.t., 45 min

4: 5percent Na/Hg, MeOH / ethyl acetate / 5 h / -20 °C

5: 85 percent / TBAF / tetrahydrofuran / 0.75 h / 0 °C

6: 85 percent / BuLi / tetrahydrofuran / 1 h / -50 - 40 °C

7: 1.) morpholine, 2.) HCl, H₂O / 1.) THF, reflux, 2 h

8: 75 percent / HOAc / 2 h / 50 °C

With morpholine; hydrogenchloride; methanol; sodium amalgam; n-butyllithium; tributylphosphine; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1055/s-1999-3671

Reference yield:

: 162189-51-7
tert-Butyl-{(S)-3-methoxy-3-[(4S,5R,6R)-2,2,5-trimethyl-6-((R)-1-methyl-2-phenylsulfanyl-ethyl)-[1,3]dioxan-4-yl]-prop-1-ynyl}-dimethyl-silane

: 162189-56-2
[(2R,3R,4S,5S,6S)-2,4-Dihydroxy-6-((E)-(1S,4R,5S,10S)-10-hydroxy-4,5-dimethoxy-1-methyl-10-phenyl-dec-2-enyl)-3-methoxy-5-methyl-tetrahydro-pyran-2-yl]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 97 percent / MCPBA, NaHCO₃ / CH₂Cl₂ / 1.) 0 deg C, 5 min, 2.) r.t., 45 min

3: 5percent Na/Hg, MeOH / ethyl acetate / 5 h / -20 °C

4: 85 percent / TBAF / tetrahydrofuran / 0.75 h / 0 °C

5: 85 percent / BuLi / tetrahydrofuran / 1 h / -50 - 40 °C

6: 1.) morpholine, 2.) HCl, H₂O / 1.) THF, reflux, 2 h

7: 75 percent / HOAc / 2 h / 50 °C

With morpholine; hydrogenchloride; methanol; sodium amalgam; n-butyllithium; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1055/s-1999-3671