tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane

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Chemical Name:tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane
CAS No.:849361-71-3
Molecular Formula:C₃₁H₄₀O₃Si
Molecular Weight:488.742
Hs Code.:

Synonyms:tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane

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Chemical Property of tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane

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Technology Process of tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane

There total 16 articles about tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane 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:

: 849361-70-2
tert-butyl-{5-[6-(3,3-dibromo-allyl)-3-methoxy-3,6-dihydro-2H-pyran-2-yl]-2-methylene-pentyloxy}-diphenyl-silane

: 849361-71-3
tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃;

Reference yield:

: 136787-40-1
(4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl)acetaldehyde

: 849361-71-3
tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 15 steps

1.1: p-TsOH / benzene / Heating

2.1: K₂CO₃ / methanol

3.1: imidazole / dimethylformamide / 10 °C

4.1: NaH / dimethylformamide

5.1: 75 percent / TBAF / tetrahydrofuran

6.1: 2,6-di-t-butylpyridine / CH₂Cl₂ / -50 °C

7.1: 80 percent / HMPA / tetrahydrofuran / -78 °C

8.1: Cs₂CO₃ / methanol

9.1: 70 percent / AgNO₃; NIS / acetone

10.1: NiCl₂; CrCl₂ / tetrahydrofuran

11.1: 80 percent / TPAP; NMO / CH₂Cl₂

12.1: 65 percent / [(Ph₃P)CuH]6 / toluene; H₂O

13.1: 90 percent / n-BuLi / tetrahydrofuran / 0 °C

14.1: 50 percent / aq. HOAc / 60 °C

15.1: Ph₃P / CH₂Cl₂ / -78 °C

15.2: n-BuLi / tetrahydrofuran / -78 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; N-iodo-succinimide; n-butyllithium; N-methyl-2-indolinone; 2,6-di-tert-butyl-pyridine; tetrapropylammonium perruthennate; (triphenylphosphine)copper(I) hydride hexamer; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; silver nitrate; acetic acid; triphenylphosphine; chromium dichloride; nickel dichloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; benzene; 12.1: double Stryker-type reduction / 15.1: Corey-Fuchs reaction;
DOI:10.1016/j.tetlet.2004.12.056

Reference yield:

: 849361-64-4
acetic acid 3-acetoxy-6-(2,3-dihydroxy-propyl)-3,6-dihydro-2H-pyran-2-ylmethyl ester

: 849361-71-3
tert-butyl-[5-(3-methoxy-6-prop-2-ynyl-3,6-dihydro-2H-pyran-2-yl)-2-methylene-pentyloxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 16 steps

1.1: NaIO₄; aq. NaHCO₃ / CH₂Cl₂

2.1: p-TsOH / benzene / Heating

3.1: K₂CO₃ / methanol

4.1: imidazole / dimethylformamide / 10 °C

5.1: NaH / dimethylformamide

6.1: 75 percent / TBAF / tetrahydrofuran

7.1: 2,6-di-t-butylpyridine / CH₂Cl₂ / -50 °C

8.1: 80 percent / HMPA / tetrahydrofuran / -78 °C

9.1: Cs₂CO₃ / methanol

10.1: 70 percent / AgNO₃; NIS / acetone

11.1: NiCl₂; CrCl₂ / tetrahydrofuran

12.1: 80 percent / TPAP; NMO / CH₂Cl₂

13.1: 65 percent / [(Ph₃P)CuH]6 / toluene; H₂O

14.1: 90 percent / n-BuLi / tetrahydrofuran / 0 °C

15.1: 50 percent / aq. HOAc / 60 °C

16.1: Ph₃P / CH₂Cl₂ / -78 °C

16.2: n-BuLi / tetrahydrofuran / -78 °C

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium periodate; N-iodo-succinimide; n-butyllithium; N-methyl-2-indolinone; 2,6-di-tert-butyl-pyridine; tetrapropylammonium perruthennate; (triphenylphosphine)copper(I) hydride hexamer; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; toluene-4-sulfonic acid; silver nitrate; acetic acid; triphenylphosphine; chromium dichloride; nickel dichloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; benzene; 13.1: double Stryker-type reduction / 16.1: Corey-Fuchs reaction;
DOI:10.1016/j.tetlet.2004.12.056