(2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran

Base Information

Chemical Name:(2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran
CAS No.:912281-17-5
Molecular Formula:C₃₅H₆₄O₇S₂Si₂
Molecular Weight:717.192
Hs Code.:

(2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran

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Chemical Property of (2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran

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Technology Process of (2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran

There total 10 articles about (2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran 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:

: 912281-33-5
tert-Butyl-dimethyl-((2R,4aR,6S,7R,8aS)-4a-methyl-2-phenyl-6-vinyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy)-silane

: 912281-17-5
(2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 8 steps

1.1: thexylborane / tetrahydrofuran / 0 °C

1.2: 89 percent / aq. NaOH; H₂O₂

2.1: 99 percent / imidazole / dimethylformamide / 0 °C

3.1: 100 percent / H₂ / Pd(OH)2/C / 20 °C

4.1: 84 percent / KH / tetrahydrofuran / 0 - 20 °C

5.1: TMSI; HMDS / CH₂Cl₂ / 0 °C

5.2: 92 percent / K₂CO₃ / methanol / 20 °C

6.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

7.1: n-BuLi / tetrahydrofuran / -78 °C

8.1: iPr₂NEt / CH₂Cl₂ / Heating

With 1H-imidazole; n-butyllithium; oxalyl dichloride; trimethylsilyl iodide; thexylborane; hydrogen; potassium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium dihydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 6.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.07.027

Reference yield:

: 912281-34-6
2-[(2R,4aR,6S,7R,8aS)-7-(tert-Butyl-dimethyl-silanyloxy)-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-ethanol

: 912281-17-5
(2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / imidazole / dimethylformamide / 0 °C

2.1: 100 percent / H₂ / Pd(OH)2/C / 20 °C

3.1: 84 percent / KH / tetrahydrofuran / 0 - 20 °C

4.1: TMSI; HMDS / CH₂Cl₂ / 0 °C

4.2: 92 percent / K₂CO₃ / methanol / 20 °C

5.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

6.1: n-BuLi / tetrahydrofuran / -78 °C

7.1: iPr₂NEt / CH₂Cl₂ / Heating

With 1H-imidazole; n-butyllithium; oxalyl dichloride; trimethylsilyl iodide; hydrogen; potassium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium dihydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.07.027

Reference yield:

: 912281-13-1
7-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4a-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 912281-17-5
(2S,3S,5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-((S)-[1,3]dithian-2-yl-methoxymethoxy-methyl)-3-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / H₂ / Pd(OH)2/C / 20 °C

2.1: 84 percent / KH / tetrahydrofuran / 0 - 20 °C

3.1: TMSI; HMDS / CH₂Cl₂ / 0 °C

3.2: 92 percent / K₂CO₃ / methanol / 20 °C

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

5.1: n-BuLi / tetrahydrofuran / -78 °C

6.1: iPr₂NEt / CH₂Cl₂ / Heating

With n-butyllithium; oxalyl dichloride; trimethylsilyl iodide; hydrogen; potassium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium dihydroxide; In tetrahydrofuran; dichloromethane; 4.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.07.027