2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one

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Chemical Name:2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one
CAS No.:402571-29-3
Molecular Formula:C₃₇H₅₂O₉
Molecular Weight:640.814
Hs Code.:

2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one

Synonyms:2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one

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Chemical Property of 2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one

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Technology Process of 2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one

There total 16 articles about 2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-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:

: 116652-75-6
(R)-1-(benzyloxy)-2-methylpentan-3-one

: 402571-29-3
2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one

Guidance literature:: Multi-step reaction with 12 steps

1: (c-Hex)2BCl; triethylamine

2: LiBH₄

3: imidazole / dimethylformamide

4: pyridinium p-toluenesulfonate / methanol; CH₂Cl₂

5: Dess-Martin periodinane / CH₂Cl₂

6: 92 percent / Sn(OTf)2; triethylamine / CH₂Cl₂

7: pyridinium p-toluenesulfonate / methanol; CH₂Cl₂

8: oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂

9: 55 percent / HF*pyridine; pyridine / tetrahydrofuran

10: hydrogen / Pd/C / ethanol / 0.5 h

11: oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂

12: CrCl₂; NiCl₂ / dimethylformamide

With pyridine; 1H-imidazole; chromium dichloride; lithium borohydride; tin(II) trifluoromethanesulfonate; oxalyl dichloride; dicyclohexylboron chloride; hydrogen; pyridinium p-toluenesulfonate; Dess-Martin periodane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; nickel dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 5: Dess-Martin oxidation / 8: Swern oxidation / 11: Swern oxidation / 12: Kishi-Nozaki coupling;
DOI:10.1021/ol017082w

Reference yield:

: 275355-99-2
2-((2S,3S,4S,5R,6R)-3,7-dihydroxy-5-((4-methoxybenzyl)oxy)-4,6-dimethylheptan-2-yl)-6-ethyl-3,5-dimethyl-4H-pyran-4-one

: 402571-29-3
2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one

Guidance literature:: Multi-step reaction with 10 steps

1: 2,6-lutidine / CH₂Cl₂

2: potassium carbonate / methanol

3: Dess-Martin periodinane; pyridine / CH₂Cl₂

4: 92 percent / Sn(OTf)2; triethylamine / CH₂Cl₂

5: pyridinium p-toluenesulfonate / methanol; CH₂Cl₂

6: oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂

7: 55 percent / HF*pyridine; pyridine / tetrahydrofuran

8: hydrogen / Pd/C / ethanol / 0.5 h

9: oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂

10: CrCl₂; NiCl₂ / dimethylformamide

With pyridine; 2,6-dimethylpyridine; chromium dichloride; tin(II) trifluoromethanesulfonate; oxalyl dichloride; hydrogen; pyridinium p-toluenesulfonate; potassium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; nickel dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 3: Dess-Martin oxidation / 6: Swern oxidation / 9: Swern oxidation / 10: Kishi-Nozaki coupling;
DOI:10.1021/ol017082w

Reference yield:

: (R)-1-Benzyloxy-5-hydroxy-2,4-dimethyl-heptan-3-one

: 402571-29-3
2-Ethyl-6-[(1R,3R,4S,5S)-5-[(2R,3S,5S,6S)-2-hydroxy-6-((R)-2-hydroxy-1-methyl-but-3-enyl)-3,5-dimethyl-4-oxo-tetrahydro-pyran-2-yl]-4-(4-methoxy-benzyloxy)-1,3-dimethyl-2-oxo-hexyl]-3,5-dimethyl-pyran-4-one

Guidance literature:: Multi-step reaction with 11 steps

1: LiBH₄

2: imidazole / dimethylformamide

3: pyridinium p-toluenesulfonate / methanol; CH₂Cl₂

4: Dess-Martin periodinane / CH₂Cl₂

5: 92 percent / Sn(OTf)2; triethylamine / CH₂Cl₂

6: pyridinium p-toluenesulfonate / methanol; CH₂Cl₂

7: oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂

8: 55 percent / HF*pyridine; pyridine / tetrahydrofuran

9: hydrogen / Pd/C / ethanol / 0.5 h

10: oxalyl chloride; dimethylsulfoxide; triethylamine / CH₂Cl₂

11: CrCl₂; NiCl₂ / dimethylformamide

With pyridine; 1H-imidazole; chromium dichloride; lithium borohydride; tin(II) trifluoromethanesulfonate; oxalyl dichloride; hydrogen; pyridinium p-toluenesulfonate; Dess-Martin periodane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; nickel dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; 4: Dess-Martin oxidation / 7: Swern oxidation / 10: Swern oxidation / 11: Kishi-Nozaki coupling;
DOI:10.1021/ol017082w