4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

Base Information

Chemical Name:4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester
CAS No.:461641-14-5
Molecular Formula:C₂₉H₄₃NO₄Si
Molecular Weight:497.75
Hs Code.:

4-[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4<i>H</i>,4b<i>H</i>-10-oxa-4a-aza-indeno[1,2-<i>a</i>]indene-2-carboxylic acid ethyl ester

Synonyms:4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

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Chemical Property of 4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

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Technology Process of 4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

There total 1 articles about 4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic 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:

: 65651-63-0,38836-21-4
4-hydroxy-5-methyl-hexan-2-one

: 461641-14-5
4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 71 percent / p-TsOH*H₂O; Na₂SO₄ / benzene / 5 h / 90 °C

2.1: 79 percent / LiN(TMS)2 / tetrahydrofuran; toluene / 1.17 h / -78 - 20 °C

3.1: 2,5-di-tert-butylhydroquinone / benzene / 56 h / 200 °C

4.1: p-TsOH*H₂O / acetone / 0.5 h / 20 °C

5.1: 75 percent / p-cymene / Pd/C / 45 h / 200 °C

6.1: 97 percent / NaH / tetrahydrofuran / 2.5 h / 20 °C

7.1: 87 percent / NaBH₄; NiCl₂*6H₂O / methanol / 3 h / 0 - 20 °C

8.1: 100 percent / pTsOH*H₂O / benzene / 0.67 h / 20 - 100 °C

9.1: 86 percent / mCPBA; Mn(III) complex of (S,S)-1,2-cyclohexanediamine derivative; N-methylmorpholine N-oxide / CH₂Cl₂ / 1 h / -78 °C

10.1: H₂SO₄; acetonitrile / hexane / 1 h / 20 °C

10.2: 39 percent / H₂O / 2 h / 100 °C

11.1: CHCl₃ / 3 h / 24 °C

With sodium tetrahydroborate; 4-methylisopropylbenzene; Mn(III) complex of (S,S)-1,2-cyclohexanediamine derivative; sulfuric acid; 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol; sodium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; sodium sulfate; 3-chloro-benzenecarboperoxoic acid; acetonitrile; nickel dichloride; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; acetone; toluene; benzene; 3.1: Diels-Alder reaction / 9.1: Jacobsen reaction / 10.1: Ritter reaction;
DOI:10.1021/jo049381f

Reference yield:

: 461641-14-5
4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

: 910106-42-2
(2R,4S,6R)-(-)-N-benzoxycalboyl-2-(3-tert-butyldimethylsilyloxypropyl)-4-bromomethyl-6-methylpiperidine

Guidance literature:: Multi-step reaction with 7 steps

1: 58 percent / Mg; MeOH / 3 h / 20 °C

2: 94 percent / Red-Al(R) / toluene / 2 h / 0 °C

3: 92 percent / H₂ / PtO₂ / tetrahydrofuran / 3 h / 20 °C

4: 60 percent / CuI / diethyl ether / 2.17 h / 0 - 20 °C

5: H₂ / Pd(OH)2/C / methanol / 24 h / 20 °C / 7600 Torr

6: 346 mg / K₂CO₃ / tetrahydrofuran; H₂O / 2 h / 0 °C

7: 88 percent / CBr₄; PPh₃; Et₃N / CH₂Cl₂ / 2 h / 20 °C

With methanol; copper(l) iodide; carbon tetrabromide; hydrogen; potassium carbonate; magnesium; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; platinum(IV) oxide; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene;
DOI:10.1021/ol0614065

Reference yield:

: 461641-14-5
4-[3-(tert-butyl-dimethyl-silanyloxy)-propenyl]-5-isopropyl-1,9,9a,10a-tetrahydro-4H,4bH-10-oxa-4a-aza-indeno[1,2-a]indene-2-carboxylic acid ethyl ester

: 910106-43-3
(2R,4S,6R)-(-)-N-benzoxycalboyl-4,6-dimethyl-2-hydroxypropylpiperidine

Guidance literature:: Multi-step reaction with 9 steps

1: 58 percent / Mg; MeOH / 3 h / 20 °C

2: 94 percent / Red-Al(R) / toluene / 2 h / 0 °C

3: 92 percent / H₂ / PtO₂ / tetrahydrofuran / 3 h / 20 °C

4: 60 percent / CuI / diethyl ether / 2.17 h / 0 - 20 °C

5: H₂ / Pd(OH)2/C / methanol / 24 h / 20 °C / 7600 Torr

6: 346 mg / K₂CO₃ / tetrahydrofuran; H₂O / 2 h / 0 °C

7: 88 percent / CBr₄; PPh₃; Et₃N / CH₂Cl₂ / 2 h / 20 °C

8: 82 percent / NaBH₄ / dimethylsulfoxide / 1 h / 85 °C

9: 100 percent / aq. HCl / tetrahydrofuran / 1 h / 20 °C

With hydrogenchloride; methanol; sodium tetrahydroborate; copper(l) iodide; carbon tetrabromide; hydrogen; potassium carbonate; magnesium; triethylamine; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; platinum(IV) oxide; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; toluene;
DOI:10.1021/ol0614065