(2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-one

Base Information

Chemical Name:(2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-one
CAS No.:253143-39-4
Molecular Formula:C₄₁H₆₄O₅Si
Molecular Weight:665.042
Hs Code.:

(2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-one

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Chemical Property of (2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-one

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Technology Process of (2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-one

There total 14 articles about (2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-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: 69.0%

: 253143-37-2
(S)-3-Methyl-hept-6-en-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

: 253143-39-4
(2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-one

Guidance literature:: With triethylamine; B-chlorodiisopinocampheylborane;
DOI:10.1016/S0040-4039(99)01539-7

Reference yield:

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

: 253143-39-4
(2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-one

Guidance literature:: Multi-step reaction with 6 steps

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

2: 81 percent / tetramethylammoniumtriacetoxyborohydride

3: 65 percent / PPTS / dimethylformamide

4: 89 percent / H₂ / Pd/C

6: 69 percent / (+)-(Ipc)2BCl; Et₃N

With tin(II) trifluoromethanesulfonate; hydrogen; pyridinium p-toluenesulfonate; triethylamine; B-chlorodiisopinocampheylborane; tetramethylammonium triacetoxyborohydride; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Reduction / 3: Etherification / 4: Hydrogenolysis / 5: Oxidation / 6: Addition;
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

: 253143-39-4
(2S,3S,6S)-2-{(4S,5R,6S)-6-[(1S,3S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1-methyl-pentyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-3-hydroxy-6-methyl-dec-9-en-5-one

Guidance literature:: Multi-step reaction with 13 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

13.1: 69 percent / (+)-(Ipc)2BCl; Et₃N

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; B-chlorodiisopinocampheylborane; 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 / 13.1: Addition;
DOI:10.1016/S0040-4039(99)01539-7