(2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-one

Base Information

Chemical Name:(2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-one
CAS No.:1608108-93-5
Molecular Formula:C₂₉H₄₆O₇
Molecular Weight:506.68
Hs Code.:

Synonyms:(2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-one

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Chemical Property of (2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-one

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Technology Process of (2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-one

There total 12 articles about (2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-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: 62.0%

: 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

: 1608108-93-5
(2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-one

Guidance literature:: With chromium(VI) oxide; sodium acetate trihydrate; In water; acetone; at -15 ℃; for 1h;
DOI:10.1134/S1070428014030178

Reference yield:

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

: 1608108-93-5
(2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-one

Guidance literature:: Multi-step reaction with 6 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

6: chromium(VI) oxide; sodium acetate trihydrate / water; acetone / 1 h / -15 °C

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

Reference yield:

: C₁₅H₂₂O₄

: 1608108-93-5
(2R,4R,10S)-1-benzyloxy-8-hydroxy-4-methyl-2,10-bis(tetrahydro-2H-pyran-2-yloxy)undecan-6-one

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: chromium(VI) oxide; sodium acetate trihydrate / water; acetone / 1 h / -15 °C

With chromium(VI) oxide; titanium(IV) isopropylate; sodium acetate trihydrate; pyridinium p-toluenesulfonate; cyclohexylmagnesium bromide; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1134/S1070428014030178