(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

Base Information

Chemical Name:(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane
CAS No.:262614-93-7
Molecular Formula:C₃₈H₆₉BrO₇Si₃
Molecular Weight:802.122
Hs Code.:

(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

Synonyms:(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

Suppliers and Price of (2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

There total 14 articles about (2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane 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: 35.0%

: 75-77-4
chloro-trimethyl-silane

: 262614-87-9
1-[(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undec-2-yl]-butan-2-one

: 262614-93-7
(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: 1-[(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undec-2-yl]-butan-2-one; With lithium bis(dimethylphenylsilyl)amide; In tetrahydrofuran; at -78 ℃; for 1h;

chloro-trimethyl-silane; In tetrahydrofuran; at -78 - 20 ℃; for 6h; Further stages.;
DOI:10.1021/ol0000049

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 262614-93-7
(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 8 steps

1.1: 93 percent / DIPEA / CH₂Cl₂ / -40 - 0 °C

2.1: 90 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 20 °C

3.1: 82 percent / I₂; PPh₃; imidazole / benzene / 1.5 h / 20 °C

4.1: 100 percent / dimethylformamide / 36 h / 65 °C

5.1: (i-Pr₂)AlH / CH₂Cl₂ / 0.33 h / -78 °C

6.1: diethyl ether / 3 h / -78 - 9 °C

7.1: 99 percent / TPAP; NMP; 4 Angstroem MS / CH₂Cl₂ / 9 h / 20 °C

8.1: LiN(PhMe₂Si)2 / tetrahydrofuran / 1 h / -78 °C

8.2: 35 percent / tetrahydrofuran / 6 h / -78 - 20 °C

With 1H-imidazole; 1-methyl-pyrrolidin-2-one; tetrapropylammonium perruthennate; lithium bis(dimethylphenylsilyl)amide; 4 Angstroem MS; water; iodine; diisopropyl aluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Condensation / 2.1: Hydrolysis / 3.1: Substitution / 4.1: Substitution / 5.1: Reduction / 6.1: Grignard reaction / 7.1: Oxidation / 8.1: Metallation / 8.2: Substitution;
DOI:10.1021/ol0000049

Reference yield:

: 76513-69-4
(2-trimethylethylsilylethoxy)methyl chloride

: 262614-93-7
(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-4-(tert-butyl-dimethyl-silanyloxy)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-2-((Z)-2-trimethylsilanyloxy-but-2-enyl)-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 12 steps

1.1: 95 percent / DIPEA; Bu₄NI / tetrahydrofuran / 24 h / 20 °C

2.1: 98 percent / Dibal-H / CH₂Cl₂ / 0.75 h / -78 °C

3.1: 96 percent / TPAP; NMO; 4 Angstroem MS / CH₂Cl₂ / 1 h / 20 °C

4.1: 93 percent / tetrahydrofuran; diethyl ether / 2.5 h / -78 - 0 °C

5.1: 93 percent / DIPEA / CH₂Cl₂ / -40 - 0 °C

6.1: 90 percent / DDQ; H₂O / CH₂Cl₂ / 1 h / 20 °C

7.1: 82 percent / I₂; PPh₃; imidazole / benzene / 1.5 h / 20 °C

8.1: 100 percent / dimethylformamide / 36 h / 65 °C

9.1: (i-Pr₂)AlH / CH₂Cl₂ / 0.33 h / -78 °C

10.1: diethyl ether / 3 h / -78 - 9 °C

11.1: 99 percent / TPAP; NMP; 4 Angstroem MS / CH₂Cl₂ / 9 h / 20 °C

12.1: LiN(PhMe₂Si)2 / tetrahydrofuran / 1 h / -78 °C

12.2: 35 percent / tetrahydrofuran / 6 h / -78 - 20 °C

With 1H-imidazole; 1-methyl-pyrrolidin-2-one; N-methyl-2-indolinone; tetrapropylammonium perruthennate; lithium bis(dimethylphenylsilyl)amide; 4 Angstroem MS; water; iodine; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; diisopropyl aluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene; 1.1: Condensation / 2.1: Reduction / 3.1: Oxidation / 4.1: Addition / 5.1: Condensation / 6.1: Hydrolysis / 7.1: Substitution / 8.1: Substitution / 9.1: Reduction / 10.1: Grignard reaction / 11.1: Oxidation / 12.1: Metallation / 12.2: Substitution;
DOI:10.1021/ol0000049