2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl ester

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Chemical Name:2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl ester
CAS No.:760210-91-1
Molecular Formula:C₄₂H₅₄O₇Si
Molecular Weight:698.972
Hs Code.:

Synonyms:2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl ester

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Chemical Property of 2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl ester

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Technology Process of 2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl ester

There total 10 articles about 2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl 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: 77.0%

: 760210-73-9
5-(benzyloxy)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 760210-66-0
(Z,Z)-(3S,4S)-1-benzyloxy-4-methoxymethoxy-10-triisopropylsilanyl-deca-5,7-dien-9-yn-3-ol

: 760210-91-1
2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl ester

Guidance literature:: (Z,Z)-(3S,4S)-1-benzyloxy-4-methoxymethoxy-10-triisopropylsilanyl-deca-5,7-dien-9-yn-3-ol; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;

5-(benzyloxy)-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1021/ja047190o

Reference yield:

: 154714-19-9
5-hydroxy-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: 760210-91-1
2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 96 percent / dimethylformamide / 20 °C

2.1: NaHMDS / tetrahydrofuran / 1 h / 0 °C

2.2: 77 percent / tetrahydrofuran / 4 h / 20 °C

With sodium hexamethyldisilazane; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja047190o

Reference yield:

: 89343-06-6
tris-iso-propylsilyl acetylene

: 760210-91-1
2-Benzyloxy-6-hydroxy-benzoic acid (3Z,5Z)-(1S,2S)-1-(2-benzyloxy-ethyl)-2-methoxymethoxy-8-triisopropylsilanyl-octa-3,5-dien-7-ynyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: 93 percent / Pd(PPh₃)4; CuI; n-BuNH₂ / diethyl ether / 20 °C

2.1: 1.44 g / Pd(PPh₃)4; CuI; n-BuNH₂ / diethyl ether / 20 °C

3.1: K₂CO₃; methanol / benzene / 2 h / 20 °C

4.1: 77 percent / Zn(OTf)2; (+)-N-methylephedrine; Et₃N / toluene / 2 h / 20 °C

5.1: 86 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 36 h / 20 °C / Heating

6.1: 98 percent / H₂; quinoline / Lindlar's catalyst / ethyl acetate / 21 h / 20 °C

7.1: 69 percent / DIBALH / CH₂Cl₂ / 1.5 h / 0 °C

8.1: NaHMDS / tetrahydrofuran / 1 h / 0 °C

8.2: 77 percent / tetrahydrofuran / 4 h / 20 °C

With quinoline; methanol; dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; sodium hexamethyldisilazane; zinc trifluoromethanesulfonate; diisobutylaluminium hydride; potassium carbonate; (+)-N-methylephedrine; N-butylamine; triethylamine; N-ethyl-N,N-diisopropylamine; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; toluene; benzene; 1.1: Sonogashira coupling / 2.1: Sonogashira coupling;
DOI:10.1021/ja047190o