(E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one

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Chemical Name:(E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one
CAS No.:264889-48-7
Molecular Formula:C₃₆H₅₃NO₆S₂Si
Molecular Weight:688.037
Hs Code.:

Synonyms:(E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one

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Chemical Property of (E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one

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Technology Process of (E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one

There total 13 articles about (E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-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: 93.0%

: 107-30-2
chloromethyl methyl ether

: 264889-47-6
(E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-6-methoxymethoxy-dec-4-en-1-one

: 264889-48-7
(E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one

Guidance literature:: With N-ethyl-N,N-diisopropylamine;
DOI:10.1016/S0040-4039(99)02138-3

Reference yield:

: 3427-24-5
(2S,3E,5S)-1,2,5,6-tetrahydroxy-1,2:5,6-di-O-isopropylidene-hex-3-ene

: 264889-48-7
(E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one

Guidance literature:: Multi-step reaction with 13 steps

1: 82 percent / H₂; HCl / PtO₂ / ethyl acetate

2: pyridine

3: 46 percent / ZnCl₂

4: LiAlH₄ / tetrahydrofuran

5: 84 percent / imidazole

6: 93 percent / CuCl₂*2H₂O / acetonitrile

7: 76 percent / pyridine

8: iPr₂NEt

9: 90 percent / LiAlH₄ / tetrahydrofuran

10: (COCl)2; Et₃N; DMSO

11: 82 percent

12: Sn(OTf)2; 1-ethylpiperidine / CH₂Cl₂ / -45 °C

13: 93 percent / iPr₂NEt

With 1-ethyl-piperidine; pyridine; 1H-imidazole; hydrogenchloride; lithium aluminium tetrahydride; tin(II) trifluoromethanesulfonate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; platinum(IV) oxide; In tetrahydrofuran; dichloromethane; ethyl acetate; acetonitrile; 1: Hydrogenation / 2: Tosylation / 3: Substitution / 4: Reduction / 5: Substitution / 6: selective cleavage / 7: Acylation / 8: Etherification / 9: Reduction / 10: Oxidation / 11: Wittig olefination / 12: aldol-type reaction / 13: Substitution;
DOI:10.1016/S0040-4039(99)02138-3

Reference yield:

: 24211-51-6
(2S,5S)-hexane-1,2,5,6-tetrol

: 264889-48-7
(E)-(3R,6S,9R)-9-(tert-Butyl-diphenyl-silanyloxy)-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-3,6-bis-methoxymethoxy-dec-4-en-1-one

Guidance literature:: Multi-step reaction with 12 steps

1: pyridine

2: 46 percent / ZnCl₂

3: LiAlH₄ / tetrahydrofuran

4: 84 percent / imidazole

5: 93 percent / CuCl₂*2H₂O / acetonitrile

6: 76 percent / pyridine

7: iPr₂NEt

8: 90 percent / LiAlH₄ / tetrahydrofuran

9: (COCl)2; Et₃N; DMSO

10: 82 percent

11: Sn(OTf)2; 1-ethylpiperidine / CH₂Cl₂ / -45 °C

12: 93 percent / iPr₂NEt

With 1-ethyl-piperidine; pyridine; 1H-imidazole; lithium aluminium tetrahydride; tin(II) trifluoromethanesulfonate; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc(II) chloride; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Tosylation / 2: Substitution / 3: Reduction / 4: Substitution / 5: selective cleavage / 6: Acylation / 7: Etherification / 8: Reduction / 9: Oxidation / 10: Wittig olefination / 11: aldol-type reaction / 12: Substitution;
DOI:10.1016/S0040-4039(99)02138-3