(5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-3,5-dimethyl-5,6-dihydropyran-2-one

Base Information

Chemical Name:(5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-3,5-dimethyl-5,6-dihydropyran-2-one
CAS No.:114144-84-2
Molecular Formula:C₁₈H₂₄O₄
Molecular Weight:304.386
Hs Code.:

Synonyms:(5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-3,5-dimethyl-5,6-dihydropyran-2-one

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Chemical Property of (5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-3,5-dimethyl-5,6-dihydropyran-2-one

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Technology Process of (5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-3,5-dimethyl-5,6-dihydropyran-2-one

There total 15 articles about (5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-3,5-dimethyl-5,6-dihydropyran-2-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: 88.0%

: C₂₆H₄₄O₅Si

: 114144-84-2
(5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-3,5-dimethyl-5,6-dihydropyran-2-one

Guidance literature:: With camphor-10-sulfonic acid; In methanol; dichloromethane; for 72h;
DOI:10.1002/ejoc.200801234

Reference yield:

: C₁₃H₂₁IO₂

: 1204595-65-2
C₂₅H₃₂O₅

: C₅₁H₇₄O₈

: 114144-84-2
(5S,6R)-6-((S)-1-(4-methoxybenzyloxy)propan-2-yl)-3,5-dimethyl-5,6-dihydropyran-2-one

Guidance literature:: With tert.-butyl lithium; isopropylmagnesium bromide; at -78 ℃; Inert atmosphere;
DOI:10.1021/ol9026842

Reference yield:

: 114244-49-4
tert-Butyl-dimethyl-[(R)-2-((3aR,5R,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propoxy]-silane

: 114144-84-2
(2Z,4S,5S,6S)-5-hydroxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylhept-2-enoic acid δ-lactone

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) BH₃, 2.) aq. NaOH, tert-BuOOH / 1.) THF, from -20 deg C to RT, 21 h, 3.) THF, 3 h

2: 42.6 g / pyridine / CH₂Cl₂ / 41 h / Ambient temperature

3: LiAlH₄ / diethyl ether / 18 h / Ambient temperature

4: 1.) NaH / 1.) THF, RT, 2 h, 2.) THF, 28 h

5: 2N aq. H₂SO₄ / methanol / 23 h / Ambient temperature

6: 100 percent / aq. NaIO₄ / methanol / 2 h / Ambient temperature

7: 1.) n-BuLi / 1.) THF, -80 deg C, 1 h, 2.) THF, 1 h

With pyridine; tert.-butylhydroperoxide; sodium hydroxide; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; borane; sodium hydride; In methanol; diethyl ether; dichloromethane;
DOI:10.1016/0040-4020(95)00905-1