[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

Chemical Name:[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:761407-92-5
Molecular Formula:C₅₇H₇₃NO₅Si
Molecular Weight:880.296
Hs Code.:

[1-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9<i>H</i>-fluoren-9-ylmethyl ester

Synonyms:[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of [1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of [1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 7 articles about [1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl 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: 82.0%

: 13360-61-7
1-pentadecene

: 761407-90-3
[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-but-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

: 761407-92-5
[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 36h; Heating;
DOI:10.1021/ol049183a

Reference yield:

: 761408-02-0
Benzoic acid (2S,3S)-3-azido-4-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-butyl ester

: 761407-92-5
[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 75 percent / NaHCO₃ / La(OTf)3 / toluene / 2 h

2.1: 81 percent / NaOMe / methanol / 1 h / 20 °C

3.1: Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

3.2: 92 percent / NaOH / CH₂Cl₂; H₂O; diethyl ether / 20 °C

4.1: 76 percent / BuLi / tetrahydrofuran / -78 - 20 °C

5.1: 83 percent / NH₄Cl; Zn / methanol / 2 h / 20 °C

6.1: 76 percent / diisopropylethylamine / toluene / 2 h / 20 °C

7.1: 82 percent / RuCl₂[(1,3-dimesitylimidazolidine-2-yl)(PCy₃)(benzylidene)] / CH₂Cl₂ / 36 h / Heating

With n-butyllithium; sodium methylate; sodium hydrogencarbonate; ammonium chloride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; zinc; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lanthanum(lll) triflate; In tetrahydrofuran; methanol; dichloromethane; toluene; 4.1: Wittig methylenation;
DOI:10.1021/ol049183a

Reference yield:

: 761407-84-5
(2S,3S)-3-Azido-4-(tert-butyl-diphenyl-silanyloxy)-2-(4-methoxy-benzyloxy)-butyraldehyde

: 761407-92-5
[1-(tert-butyl-diphenyl-silanyloxymethyl)-2-(4-methoxy-benzyloxy)-heptadec-3-enyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 76 percent / BuLi / tetrahydrofuran / -78 - 20 °C

2: 83 percent / NH₄Cl; Zn / methanol / 2 h / 20 °C

3: 76 percent / diisopropylethylamine / toluene / 2 h / 20 °C

4: 82 percent / RuCl₂[(1,3-dimesitylimidazolidine-2-yl)(PCy₃)(benzylidene)] / CH₂Cl₂ / 36 h / Heating

With n-butyllithium; ammonium chloride; N-ethyl-N,N-diisopropylamine; zinc; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; dichloromethane; toluene; 1: Wittig methylenation;
DOI:10.1021/ol049183a