Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Base Information

Chemical Name:Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester
CAS No.:137522-23-7
Molecular Formula:C₃₅H₅₄O₅Si
Molecular Weight:582.896
Hs Code.:

Synonyms:Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

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Chemical Property of Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

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Technology Process of Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

There total 62 articles about Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl 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: 30.0%

: 83685-95-4,83685-96-5
[(2E,4E,8Z)-6-(tert-Butyl-dimethyl-silanyloxy)-tetradeca-2,4,8-trienyl]-triphenyl-phosphonium; bromide

: 82493-58-1,86535-40-2
6-ethoxy-1,6-dioxohexan-2-yl benzoate

: 137522-23-7
Benzoic acid (2E,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

: 137522-23-7
Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - -40 ℃; for 0.25h;
DOI:10.1016/S0040-4039(00)86935-X

Reference yield: 30.0%

: 83685-95-4,83685-96-5
[(2E,4E,8Z)-6-(tert-Butyl-dimethyl-silanyloxy)-tetradeca-2,4,8-trienyl]-triphenyl-phosphonium; bromide

: 82493-58-1,86535-40-2
6-ethoxy-1,6-dioxohexan-2-yl benzoate

: 137522-23-7
Benzoic acid (2E,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

: 137522-23-7
Benzoic acid (2Z,4E,6E,10Z)-(1R,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 - -40 ℃; for 0.25h;
DOI:10.1016/S0040-4039(00)86935-X

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 137522-23-7
Benzoic acid (2E,4E,6E,10Z)-(1S,8R)-8-(tert-butyl-dimethyl-silanyloxy)-1-(3-ethoxycarbonyl-propyl)-hexadeca-2,4,6,10-tetraenyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 80 percent / tetrahydrofuran / 6 h / Heating

2: 95 percent / sodium ethoxide / ethanol

3: 2.) Et₃N / 1.) pyridine; 2.) CH₂Cl₂, DMAP

4: 70 percent / NaI / acetone / 18 h / Heating

5: 36 percent / heterocuprate, CuBr_.Me₂S / diethyl ether / 16 h

6: 1.) n Bu₄NH, 2.) Et₃N / 1.) THF; 2.)CH₂Cl₂

7: 90 percent / sodium ethoxyde / ethanol / 0.5 h / Ambient temperature

8: 90 percent / Et₃N / CH₂Cl₂

9: AlH₃ / tetrahydrofuran

10: 1.) CBr₄, Ph₃P; 2.) Ph₃P / 1.) 0 deg C, THF; 2.) acetonitrile

11: 12 percent / BuLi / tetrahydrofuran / 0.25 h / -78 - -40 °C

With aluminium hydride; n-butyllithium; copper(I) bromide dimethylsulfide complex; carbon tetrabromide; heterocuprate; n Bu₄NH; sodium ethanolate; triethylamine; triphenylphosphine; sodium iodide; sodium ethanolate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; acetone;
DOI:10.1016/S0040-4039(00)86935-X