2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester

Base Information

Chemical Name:2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester
CAS No.:233750-58-8
Molecular Formula:C₄₅H₆₂N₂O₈Si
Molecular Weight:787.081
Hs Code.:

2,2-dimethyl-propionic acid 3-(2-{2'-[3-(<i>tert</i>-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester

Synonyms:2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester

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Chemical Property of 2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester

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Technology Process of 2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester

There total 15 articles about 2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester 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: 83.0%

: 126-30-7
2,2-Dimethyl-1,3-propanediol

: 233750-57-7
2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2-methyl-[1,3]dithian-2-ylmethyl)-but-3-enyl ester

: 233750-58-8
2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester

Guidance literature:: With bis-[(trifluoroacetoxy)iodo]benzene; In acetonitrile;
DOI:10.1021/ja9904686

Reference yield:

: 118715-16-5
4-((tert-butyldiphenylsilyl)oxy)butanoic acid

: 233750-58-8
2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester

Guidance literature:: Multi-step reaction with 12 steps

2: 1.) DAST, 2.) K₂CO₃ / 1.) CH₂Cl₂, -78 deg C, 1 h, 2.) from -78 to 0 deg C

3: 78 percent / BrCCl₃, DBU

4: aq. LiOH / tetrahydrofuran

5: Et₃N

6: CH₂Cl₂ / -20 - 20 °C

7: 82 percent / DAST / CH₂Cl₂ / -78 °C

8: 89 percent / BrCCl₃, DBU / 0.17 h

9: 86 percent / DIBAL / CH₂Cl₂ / -78 °C

10: 1.) Bu₃SnLi, 2.) CuBr*DMS, 3.) (R,R)-4,5-diphenyl-1,3-ditosyl-2-bromo-1,3-diaza-2-borane

11: 93 percent / NaH / dimethylformamide / 0 °C

12: 83 percent / (CF₃CO₂)2IPh / acetonitrile

With lithium hydroxide; copper(I) bromide dimethylsulfide complex; tri-n-butyltin lithium; Bromotrichloromethane; (R,R)-4,5-diphenyl-1,3-ditosyl-2-bromo-1,3-diaza-2-borane; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja9904686

Reference yield:

: 233750-53-3
(2S)-2-((2-methyl-1,3-dithian-2-yl)methyl)oxirane

: 233750-58-8
2,2-dimethyl-propionic acid 3-(2-{2'-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-[2,4']bioxazolyl-4-yl}-2-methoxy-ethyl)-1-(2,5,5-trimethyl-[1,3]dioxan-2-ylmethyl)-but-3-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / CuI / tetrahydrofuran / -50 °C

2: 82 percent / DMAP, pyridine

3: 1.) Bu₃SnLi, 2.) CuBr*DMS, 3.) (R,R)-4,5-diphenyl-1,3-ditosyl-2-bromo-1,3-diaza-2-borane

4: 93 percent / NaH / dimethylformamide / 0 °C

5: 83 percent / (CF₃CO₂)2IPh / acetonitrile

With pyridine; dmap; copper(l) iodide; copper(I) bromide dimethylsulfide complex; tri-n-butyltin lithium; (R,R)-4,5-diphenyl-1,3-ditosyl-2-bromo-1,3-diaza-2-borane; sodium hydride; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja9904686