(E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester
CAS No.:403507-07-3
Molecular Formula:C₃₅H₅₁NO₃Si
Molecular Weight:561.88
Hs Code.:

Synonyms:(E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

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Chemical Property of (E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

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Technology Process of (E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

There total 18 articles about (E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl 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:

: (2E,4E)-8-{(1R,2R)-1-Amino-2-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-cyclopentyl}-2-methyl-octa-2,4-dienoic acid ethyl ester

: 403507-07-3
(E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 36h;
DOI:10.1021/ol0525009

Reference yield:

: (R)-2-((1R,2R)-2-Hydroxymethyl-2-pent-4-enyl-cyclopentyl)-propan-1-ol

: 403507-07-3
(E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 87 percent / Et₃N; DMAP / CH₂Cl₂ / 14 h / 0 - 20 °C

2.1: 65 percent / Jones' reagent; aq. H₂SO₄ / acetone / 0 - 20 °C

3.1: triethylamine; diphenyl phosphoryl azide / benzene / 3 h / Heating

4.1: 78 percent / TMSCl / CH₂Cl₂ / 5 h / 20 °C

5.1: Grubb's second-generation catalyst / CH₂Cl₂ / 3 h / Heating

5.2: CF₃CO₂H / CH₂Cl₂ / 2 h / 20 °C

6.1: 32.4 mg / DBU / CH₂Cl₂ / 36 h / 20 °C

With dmap; chloro-trimethyl-silane; jones' reagent; sulfuric acid; diphenyl phosphoryl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; acetone; benzene; 2.1: Jones oxidation reaction / 3.1: Curtius rearrangement;
DOI:10.1021/ol0525009

Reference yield:

: tert-Butyl-[(R)-2-((1R,2R)-2-isocyanato-2-pent-4-enyl-cyclopentyl)-propoxy]-diphenyl-silane

: 403507-07-3
(E)-4-{(1R,5S,7R)-1-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-6-aza-spiro[4.5]dec-7-yl}-2-methyl-but-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / TMSCl / CH₂Cl₂ / 5 h / 20 °C

2.1: Grubb's second-generation catalyst / CH₂Cl₂ / 3 h / Heating

2.2: CF₃CO₂H / CH₂Cl₂ / 2 h / 20 °C

3.1: 32.4 mg / DBU / CH₂Cl₂ / 36 h / 20 °C

With chloro-trimethyl-silane; 1,8-diazabicyclo[5.4.0]undec-7-ene; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane;
DOI:10.1021/ol0525009