(R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate

Base Information

Chemical Name:(R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate
CAS No.:876954-46-0
Molecular Formula:C₂₁H₃₀O₄
Molecular Weight:346.467
Hs Code.:

Synonyms:(R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate

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Chemical Property of (R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate

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Technology Process of (R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate

There total 6 articles about (R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate 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:

: 876954-56-2
(5S,6R)-6-((S)-2-Benzyloxy-1-methyl-ethyl)-5-methyl-5,6-dihydro-2H-pyran-2-ol

: 876954-46-0
(R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: PPTS / 2 h / 20 °C

2.1: TiCl₄; iPr₂NEt / CH₂Cl₂ / -78 - -50 °C

2.2: SnCl₄ / CH₂Cl₂ / 16.5 h / -78 - -20 °C

3.1: 135 mg / DMAP / 64 h / 20 °C

With dmap; pyridinium p-toluenesulfonate; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ol052900w

Reference yield:

: 876954-53-9
(5S,6R)-6-[(1S)-2-benzyloxy-1-methyl-ethyl]-5-methyl-5,6-dihydro-pyran-2-one

: 876954-46-0
(R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: DIBALH / hexane; CH₂Cl₂ / 0.83 h / -78 °C

2.1: PPTS / 2 h / 20 °C

3.1: TiCl₄; iPr₂NEt / CH₂Cl₂ / -78 - -50 °C

3.2: SnCl₄ / CH₂Cl₂ / 16.5 h / -78 - -20 °C

4.1: 135 mg / DMAP / 64 h / 20 °C

With dmap; pyridinium p-toluenesulfonate; titanium tetrachloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In hexane; dichloromethane;
DOI:10.1021/ol052900w

Reference yield:

: 876954-50-6
(2R,3S)-2-[(S)-1-benzyloxypropan-2-yl]-6-methoxy-3-methyl-3,6-dihydro-2H-pyran

: 876954-46-0
(R)-methyl 2-[(2R,5S,6R)-6-[(S)-1-benzyloxypropan-2-yl]-5-methyl-5,6-dihydro-2H-pyran-2-yl]butanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: TiCl₄; iPr₂NEt / CH₂Cl₂ / -78 - -50 °C

1.2: SnCl₄ / CH₂Cl₂ / 16.5 h / -78 - -20 °C

2.1: 135 mg / DMAP / 64 h / 20 °C

With dmap; titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ol052900w