2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone

Base Information

Chemical Name:2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone
CAS No.:131507-76-1
Molecular Formula:C₃₆H₅₂O₅Si
Molecular Weight:592.891
Hs Code.:

2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone

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Chemical Property of 2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone

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Technology Process of 2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone

There total 28 articles about 2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone 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:

: (S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanol

: 131507-76-1
2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃; Yield given;
DOI:10.1016/S0040-4039(00)97889-4

Reference yield:

: Benzoic acid (R)-2-benzenesulfonyl-1-{(2S,5R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-acetyl]-5-methyl-tetrahydro-pyran-2-yl}-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-butyl ester

: 131507-76-1
2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone

Guidance literature:: With potassium dihydrogenphosphate; sodium amalgam; In methanol; at -40 ℃; Yield given;
DOI:10.1016/S0040-4039(00)97889-4

Reference yield:

: 131507-77-2,131507-81-8
(Z)-(R)-4-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2-methyl-but-3-en-1-ol

: 131507-76-1
2-(tert-Butyl-diphenyl-silanyloxy)-1-((2R,3R,6S)-6-{(E)-(S)-3-[(2R,3S,5R)-5-((S)-1-methoxy-ethyl)-3-methyl-tetrahydro-furan-2-yl]-but-1-enyl}-3-methyl-tetrahydro-pyran-2-yl)-ethanone

Guidance literature:: Multi-step reaction with 15 steps

1: H₂ / PtO₂

2: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

3: 1.) n-BuLi, HMDS / 1.)THF, -78 deg C

4: methanol, pyridinium tosylate

5: imidazole / dimethylformamide

6: DIBAL-H / toluene / -78 °C

7: 1.) (+)-diethyl tartrate, titanium IV isopropoxide 2.) camphorsulphonic acid / 1.) dichloromethane, -20 deg C

8: TBAF / tetrahydrofuran

9: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

10: 1.) t-BuLi / 1.) toluene, THF, -78 deg C 2.) -78 deg C

11: -78 °C

12: Na/Hg, KH₂PO₄ / methanol / -40 °C

13: dimethylboron bromide / CH₂Cl₂ / -78 °C

14: imidazole / dimethylformamide

15: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -78 °C

With 1H-imidazole; titanium(IV) isopropylate; methanol; potassium dihydrogenphosphate; sodium amalgam; n-butyllithium; oxalyl dichloride; dimethylboron bromide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; (+)-Weinsaeure-diethylester; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(00)97889-4