(Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one

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Chemical Name:(Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one
CAS No.:126366-06-1
Molecular Formula:C₄₆H₆₈O₁₀
Molecular Weight:781.04
Hs Code.:

(Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one

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Chemical Property of (Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one

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Technology Process of (Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one

There total 1 articles about (Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one 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:

: 120269-88-7,126454-09-9
(Z)-(2S,5R,6R)-8-[(3R,5S,6S)-6-((1S,2R)-1-Ethyl-2-hydroxy-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-2-[(2R,5R,6S)-5-ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-6-(4-methoxy-benzyloxy)-oct-7-ene-2,5-diol

: 126366-06-1,126454-21-5
(Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂, -78 to -15 deg C;
DOI:10.1248/cpb.37.1717

Reference yield: 18.0%

: 126366-06-1,126454-21-5
(Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one

: 120269-89-8,120330-26-9
(2S,5R,7R,9S,10S,12R,13Z,15R)-9-<(R)-1-ethyl-2-oxobutyl>-2-<(2R,5R,6S)-5-ethyl-5-(4-methoxybenzyloxy)-6-methyltetrahydropyran-2-yl>-15-(4-methoxybenzyloxy)-2,10,12-trimethyl-1,6,8-trioxadispiro<4.1.5.3>pentadec-13-ene

: 120269-89-8,120330-26-9
(2S,5S,7S,9S,10S,12R,13Z,15R)-9-<(R)-1-ethyl-2-oxobutyl>-2-<(2R,5R,6S)-5-ethyl-5-(4-methoxybenzyloxy)-6-methyltetrahydropyran-2-yl>-15-(4-methoxybenzyloxy)-2,10,12-trimethyl-1,6,8-trioxadispiro<4.1.5.3>pentadec-13-ene

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane;
DOI:10.1248/cpb.37.1717

Reference yield:

: 126366-06-1,126454-21-5
(Z)-(3R,7S)-7-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-1-[(3R,5S,6S)-6-((R)-1-ethyl-2-oxo-butyl)-2-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-7-hydroxy-3-(4-methoxy-benzyloxy)-oct-1-en-4-one

: 53003-10-4,120330-27-0,126574-63-8
salinomycin

Guidance literature:: Multi-step reaction with 4 steps

1: 36 percent / CSA / CH₂Cl₂

2: 1) (C₆H₁₁)2NMgBr / 1) THF, -55 deg C, 2) THF, -55 to -30 deg C, 1.2 h

3: 85 percent / DDQ / CH₂Cl₂; H₂O / 0.17 h / Ambient temperature

4: 61 percent / TFA, mol. sieves 3A / CH₂Cl₂ / 0.33 h / Ambient temperature

With bis(cyclohexyl)aminomagnesium bromide; 3 A molecular sieve; camphor-10-sulfonic acid; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;
DOI:10.1248/cpb.37.1717