(R)-2-{(4R,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Base Information

Chemical Name:(R)-2-{(4R,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde
CAS No.:253143-36-1
Molecular Formula:C₃₃H₅₀O₄Si
Molecular Weight:538.843
Hs Code.:

Synonyms:

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Chemical Property of (R)-2-{(4R,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

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Technology Process of (R)-2-{(4R,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

There total 12 articles about (R)-2-{(4R,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde 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:

: 116546-78-2
(S)-1-benzyloxy-2-methylpentan-3-one

: 253143-36-1
(R)-2-{(4R,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / Sn(OTf)2; Et₃N / CH₂Cl₂

2: 81 percent / tetramethylammoniumtriacetoxyborohydride

3: 65 percent / PPTS / dimethylformamide

4: 89 percent / H₂ / Pd/C

With tin(II) trifluoromethanesulfonate; hydrogen; pyridinium p-toluenesulfonate; triethylamine; tetramethylammonium triacetoxyborohydride; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Reduction / 3: Etherification / 4: Hydrogenolysis / 5: Oxidation;
DOI:10.1016/S0040-4039(99)01539-7

Reference yield:

: 253143-30-5
(R)-4-benzyl-3-((S)-2-ethylpent-4-enoyl)oxazolidin-2-one

: 253143-36-1
(R)-2-{(4R,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 12 steps

1.1: imidazole

2.1: 9-BBN

2.2: H₂O₂; NaOH

3.1: PDC / dimethylformamide

4.1: PivCl; Et₃N

4.2: LiCl

5.1: NaHMDS

6.1: LiBH₄

8.1: 92 percent / Sn(OTf)2; Et₃N / CH₂Cl₂

9.1: 81 percent / tetramethylammoniumtriacetoxyborohydride

10.1: 65 percent / PPTS / dimethylformamide

11.1: 89 percent / H₂ / Pd/C

With 1H-imidazole; dipyridinium dichromate; lithium borohydride; tin(II) trifluoromethanesulfonate; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; pivaloyl chloride; triethylamine; tetramethylammonium triacetoxyborohydride; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: hydroboration / 2.2: Oxidation / 3.1: Oxidation / 4.1: Substitution / 4.2: Acylation / 5.1: Alkylation / 6.1: Reduction / 7.1: Oxidation / 8.1: Condensation / 9.1: Reduction / 10.1: Etherification / 11.1: Hydrogenolysis / 12.1: Oxidation;
DOI:10.1016/S0040-4039(99)01539-7

Reference yield:

: 428874-25-3
tert-butyl-(2-ethyl-pent-4-enyloxy)-diphenyl-silane

: 253143-36-1
(R)-2-{(4R,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propionaldehyde

Guidance literature:: Multi-step reaction with 11 steps

1.1: 9-BBN

1.2: H₂O₂; NaOH

2.1: PDC / dimethylformamide

3.1: PivCl; Et₃N

3.2: LiCl

4.1: NaHMDS

5.1: LiBH₄

7.1: 92 percent / Sn(OTf)2; Et₃N / CH₂Cl₂

8.1: 81 percent / tetramethylammoniumtriacetoxyborohydride

9.1: 65 percent / PPTS / dimethylformamide

10.1: 89 percent / H₂ / Pd/C

With dipyridinium dichromate; lithium borohydride; tin(II) trifluoromethanesulfonate; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; pivaloyl chloride; triethylamine; tetramethylammonium triacetoxyborohydride; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; 1.1: hydroboration / 1.2: Oxidation / 2.1: Oxidation / 3.1: Substitution / 3.2: Acylation / 4.1: Alkylation / 5.1: Reduction / 6.1: Oxidation / 7.1: Condensation / 8.1: Reduction / 9.1: Etherification / 10.1: Hydrogenolysis / 11.1: Oxidation;
DOI:10.1016/S0040-4039(99)01539-7