(R)-2-[(2S,4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol

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Chemical Name:(R)-2-[(2S,4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol
CAS No.:126615-41-6
Molecular Formula:C₃₅H₄₈O₅Si
Molecular Weight:576.849
Hs Code.:

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Chemical Property of (R)-2-[(2S,4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol

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Technology Process of (R)-2-[(2S,4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol

There total 11 articles about (R)-2-[(2S,4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxan-4-yl]-propan-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:

: 51440-56-3
1-Methoxy-4-(1-methoxy-vinyl)-benzene

: 126615-41-6
(R)-2-[(2S,4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / pyridinium tosylate / molecular sieve / CH₂Cl₂ / 1 h

2: 1) O₃ 2) LiAlH₄ / 1) MeOH, AcOEt, -78 deg C 2) Et₂O, r.t.

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; ozone; molecular sieve; In dichloromethane;
DOI:10.1021/jo00296a044

Reference yield:

: 126721-03-7
(4α,5β)-4,5-dihydro-5-(2-hydroxy-1-methylethyl)-4-methyl-2(3H)-furanone

: 126615-41-6
(R)-2-[(2S,4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

2: LDA

3: 2) (Ph₃P)4Pd / 1) appropriate sodium salt

4: decarbomethoxylation

5: Lit_.: Ziegler, F_. E_.; Cain, W_. T_. J_. Org_. Chem_. 1989, 54, 3347

6: 94 percent / pyridinium tosylate / molecular sieve / CH₂Cl₂ / 1 h

7: 1) O₃ 2) LiAlH₄ / 1) MeOH, AcOEt, -78 deg C 2) Et₂O, r.t.

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; ozone; lithium diisopropyl amide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; molecular sieve; In dichloromethane;
DOI:10.1021/jo00296a044

Reference yield:

: 126615-39-2
3(S)-<1(R),4-Dimethyl-2(E)-pentenyl>-4(S)-methyl-5(S)-<1(R)-methyl-2-hydroxyethyl>dihydro-2(3H)-furanone

: 126615-41-6
(R)-2-[(2S,4S,5S,6R)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-2-(4-methoxy-phenyl)-2,5-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 0.83 g / DMAP, Et₃N / CH₂Cl₂ / 13 h / Ambient temperature

2: Lit_.: Ziegler, F_. E_.; Cain, W_. T_. J_. Org_. Chem_. 1989, 54, 3347

3: 94 percent / pyridinium tosylate / molecular sieve / CH₂Cl₂ / 1 h

4: 1) O₃ 2) LiAlH₄ / 1) MeOH, AcOEt, -78 deg C 2) Et₂O, r.t.

With dmap; lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; ozone; triethylamine; molecular sieve; In dichloromethane;
DOI:10.1021/jo00296a044