1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol

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Chemical Name:1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol
CAS No.:1608108-92-4
Molecular Formula:C₂₉H₄₆O₆
Molecular Weight:490.681
Hs Code.:

Synonyms:1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol

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Chemical Property of 1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol

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Technology Process of 1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol

There total 10 articles about 1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol 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: 77.0%

: 1608093-64-6
methyl (3R,5R)-6-(benzyloxy)-3-methyl-5-(tetrahydro-2H-pyran-2-yloxy)hexanoate

: 116839-05-5
2-[(2S)-pent-4-en-2-yloxy]tetrahydro-2H-pyran

: 1608108-92-4
1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol

Guidance literature:: With titanium(IV) isopropylate; cyclohexylmagnesium bromide; In tetrahydrofuran; for 16h;
DOI:10.1134/S1070428014030178

Reference yield:

: ethyl 3-(2,2-dibutyl-2-stannahexyl)but-3-enoate

: 1608108-92-4
1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: titanium(IV) isopropylate; trifluoroacetic acid; (R)-1,1'-Bi-2-naphthol / toluene / 168 h / -30 - -15 °C / Molecular sieve

2: nickel(II) chloride hexahydrate; boric acid; sodium tetrahydroborate / water; tetrahydrofuran / 0.67 h / 0 °C / Cooling

3: triethylamine / 48 h

4: pyridinium p-toluenesulfonate / dichloromethane / 4 h / Reflux

5: titanium(IV) isopropylate; cyclohexylmagnesium bromide / tetrahydrofuran / 16 h

With titanium(IV) isopropylate; sodium tetrahydroborate; nickel(II) chloride hexahydrate; (R)-1,1'-Bi-2-naphthol; boric acid; pyridinium p-toluenesulfonate; triethylamine; trifluoroacetic acid; cyclohexylmagnesium bromide; In tetrahydrofuran; dichloromethane; water; toluene; 1: |Keck Asymmetric Allylation;
DOI:10.1134/S1070428014030178

Reference yield:

: 86087-96-9
(3S)-3-<<(2R,S)-3,4,5,6-Tetrahydro-2H-pyran-2-yl>oxy>-1-butanal

: 1608108-92-4
1-[(2R,4R)-5-benzyloxy-2-methyl-4-(tetrahydro-2H-pyran-2-yloxy)pentyl]-2-[(2S)-2-(tetrahydro-2H-pyran-2-yloxy)propyl]cyclopropan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / -78 °C

1.2: 3 h / -5 °C

2.1: titanium(IV) isopropylate; cyclohexylmagnesium bromide / tetrahydrofuran / 16 h

With titanium(IV) isopropylate; potassium tert-butylate; cyclohexylmagnesium bromide; In tetrahydrofuran; 1.2: |Wittig Olefination;
DOI:10.1134/S1070428014030178