(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol

Base Information

Chemical Name:(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol
CAS No.:262614-84-6
Molecular Formula:C₃₄H₅₁BrO₈Si
Molecular Weight:695.764
Hs Code.:

(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol

Synonyms:(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol

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Chemical Property of (2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol

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Technology Process of (2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol

There total 6 articles about (2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol 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: 93.0%

: 75-16-1
methylmagnesium bromide

: 262614-83-5
(2R,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-one

: 262614-84-6
(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 - 0 ℃; for 2.5h;
DOI:10.1021/ol0000049

Reference yield:

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

: 262614-84-6
(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DIPEA; Bu₄NI / tetrahydrofuran / 24 h / 20 °C

2: 98 percent / Dibal-H / CH₂Cl₂ / 0.75 h / -78 °C

3: 96 percent / TPAP; NMO; 4 Angstroem MS / CH₂Cl₂ / 1 h / 20 °C

4: 93 percent / tetrahydrofuran; diethyl ether / 2.5 h / -78 - 0 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Condensation / 2: Reduction / 3: Oxidation / 4: Addition;
DOI:10.1021/ol0000049

Reference yield:

: 194342-86-4
Acetic acid (2R,4S,6R,8S,10S)-8-[2-(2-bromo-benzyloxy)-ethyl]-10-hydroxy-2-(4-methoxy-benzyloxymethyl)-1,7-dioxa-spiro[5.5]undec-4-yl ester

: 262614-84-6
(2R,4S,6R,8S,10S)-8-[2-(2-Bromo-benzyloxy)-ethyl]-2-(4-methoxy-benzyloxymethyl)-4-methyl-10-(2-trimethylsilanyl-ethoxymethoxy)-1,7-dioxa-spiro[5.5]undecan-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / DIPEA; Bu₄NI / tetrahydrofuran / 24 h / 20 °C

2: 98 percent / Dibal-H / CH₂Cl₂ / 0.75 h / -78 °C

3: 96 percent / TPAP; NMO; 4 Angstroem MS / CH₂Cl₂ / 1 h / 20 °C

4: 93 percent / tetrahydrofuran; diethyl ether / 2.5 h / -78 - 0 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 Angstroem MS; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Condensation / 2: Reduction / 3: Oxidation / 4: Addition;
DOI:10.1021/ol0000049