(Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester

Base Information

Chemical Name:(Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester
CAS No.:155846-53-0
Molecular Formula:C₃₄H₅₆O₇
Molecular Weight:576.814
Hs Code.:

(Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester

Synonyms:(Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester

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Chemical Property of (Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester

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Technology Process of (Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester

There total 15 articles about (Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic 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: 86.0%

: 155846-52-9
(2E,8E)-(R)-10-[(E)-(2R,5S,8S)-5-Hydroxy-8-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-2-methyl-non-6-en-(Z)-ylidene]-2,4-dimethyl-undeca-2,8-dienedioic acid 11-ethyl ester 1-methyl ester

: 155846-53-0
(Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester

Guidance literature:: With potassium hexamethylsilazane; In toluene; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)76543-9

Reference yield: 67.0%

: (2E,8E)-(R)-10-[(E)-(2R,5S,8S)-5-Hydroxy-8-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-2-methyl-non-6-en-(E)-ylidene]-2,4-dimethyl-undeca-2,8-dienedioic acid 11-ethyl ester 1-methyl ester

: 155846-53-0
(Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester

Guidance literature:: With potassium hexamethylsilazane; In toluene; at 0 ℃; for 0.5h;
DOI:10.1039/a804170i

Reference yield:

: 213262-37-4
(E)-(R)-2-(Diethoxy-phosphoryl)-9-hydroxy-8-methyl-non-3-enoic acid ethyl ester

: 155846-53-0
(Z)-3-[(1S,2S,3R)-2-((R)-1-Methoxycarbonyl-ethyl)-3-methyl-cyclohexyl]-2-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / Et₃N / CH₂Cl₂ / 0 °C

2: 86 percent / lithium hexamethyldisilazide / tetrahydrofuran / -78 °C

3: 100 percent / NaOAc, AcOH / methanol

4: 95 percent / nPr₄NRuO₄, NMO, 4 Angstroem Sieves / acetonitrile

5: 100 percent / CHCl₃ / Heating

6: 98 percent / DOWEX-50W, MeOH

7: 86 percent / potassium hexamethyldisilazide / toluene / 0.5 h / 0 °C

With methanol; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; Dowex-50W; sodium acetate; potassium hexamethylsilazane; acetic acid; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene; acetonitrile;
DOI:10.1016/S0040-4039(00)76543-9