(2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate

Base Information

Chemical Name:(2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate
CAS No.:107692-07-9
Molecular Formula:C₃₄H₄₈O₅Si
Molecular Weight:564.838
Hs Code.:

Synonyms:(2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate

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Chemical Property of (2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate

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Technology Process of (2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate

There total 19 articles about (2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate 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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 107692-07-9
(2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / DMAP, imidazole / dimethylformamide / 48 h

2: 1.) 9-BBN, 2.) NaOH, 30percent aq. H₂O₂ / 1.) THF, irradiation, 1 h, 2.) 4 h

3: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) -78 deg C, 5 min

4: CH₂Cl₂ / 5 h / Heating

With 1H-imidazole; dmap; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00238a031

Reference yield:

: 128777-45-7
9(R)-hydroxy-1,1,3-trimethoxy-8(S)-methyldec-3-en-5-one

: 107692-07-9
(2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 7 steps

1: 35percent HClO₄ / CH₂Cl₂ / 0.08 h / Irradiation

2: 50 percent / 1.) 1IBu₃P>4 / 1.) ether, THF, from -55 deg C to -45 deg C, 45 min, 2.) 15 min

3: 74 percent / NaBH₄ / 1,2-dimethoxy-ethane / 3 h / 0 °C

4: 97 percent / DMAP, imidazole / dimethylformamide / 48 h

5: 1.) 9-BBN, 2.) NaOH, 30percent aq. H₂O₂ / 1.) THF, irradiation, 1 h, 2.) 4 h

6: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) -78 deg C, 5 min

7: CH₂Cl₂ / 5 h / Heating

With 1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; perchloric acid; oxalyl dichloride; tetrakiscopper(I); dihydrogen peroxide; dimethyl sulfoxide; triethylamine; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00238a031

Reference yield:

: 82467-25-2
(+)-(5S,6R)-tetrahydro-5,6-dimethyl-2H-pyran-2-one

: 107692-07-9
(2'R,3'S,6'S,8'S,10'R)-(E)-(+)-ethyl 4-(10'diphenyl-t-butylsiloxy-2',3'-dimethyl-1',7'-dioxaspiro<5.5>undecane-8'-yl)-2-methylbut-2-enoate

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) -78 deg C, 1 h

2: K₂CO₃ / 16 h / Ambient temperature

3: 35percent HClO₄ / CH₂Cl₂ / 0.08 h / Irradiation

4: 50 percent / 1.) 1IBu₃P>4 / 1.) ether, THF, from -55 deg C to -45 deg C, 45 min, 2.) 15 min

5: 74 percent / NaBH₄ / 1,2-dimethoxy-ethane / 3 h / 0 °C

6: 97 percent / DMAP, imidazole / dimethylformamide / 48 h

7: 1.) 9-BBN, 2.) NaOH, 30percent aq. H₂O₂ / 1.) THF, irradiation, 1 h, 2.) 4 h

8: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) -78 deg C, 5 min

9: CH₂Cl₂ / 5 h / Heating

With 1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; perchloric acid; oxalyl dichloride; tetrakiscopper(I); dihydrogen peroxide; potassium carbonate; dimethyl sulfoxide; triethylamine; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00238a031