1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene

Base Information

Chemical Name:1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene
CAS No.:470458-78-7
Molecular Formula:C₂₄H₃₉NO₆SSi
Molecular Weight:497.728
Hs Code.:

Synonyms:1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene

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Chemical Property of 1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene

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Technology Process of 1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene

There total 11 articles about 1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene 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: 75.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 470458-66-3
1-(t-butyldimethylsiloxy)-2-(3'-carbomethoxyamino)propyl-3-phenylsulfonyl-2-cyclohexene

: 470458-78-7
1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene

Guidance literature:: With potassium tert-butylate; In tert-butyl alcohol; at 20 ℃; for 1h;
DOI:10.1021/ol026671e

Reference yield:

: 75717-39-4
3-(phenylsulfanyl)cyclohex-2-en-1-one

: 470458-78-7
1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene

Guidance literature:: Multi-step reaction with 8 steps

1: 81 percent / N-bromosuccinimide / CCl₄ / 24 h / 20 °C

2: 96 percent / cerium chloride heptahydrate; sodium borohydride / methanol / 0.5 h / 20 °C

3: 77 percent / DMAP; DCC / CH₂Cl₂ / 4 h / 20 °C

4: 97 percent / LiBH₄ / tetrahydrofuran / 12 h / 20 °C

5: 95 percent / imidazole / dimethylformamide / 12 h / 20 °C

6: 83 percent / NaOH / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 3 h / Heating

7: 98 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 2.5 h / 20 °C

8: 75 percent / t-BuOK / 2-methyl-propan-2-ol / 1 h / 20 °C

With 1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; lithium borohydride; cerium(III) chloride; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 6: Suzuki coupling reaction;
DOI:10.1021/ol026671e

Reference yield:

: 470458-71-0
2-bromo-3-(phenylsulfanyl)cyclohex-2-en-1-one

: 470458-78-7
1-(t-butyldimethylsiloxy)-2-{3'-[N-(carbomethoxy)-N-(hydroxymethyl)amino]}propyl-3-phenylsulfonyl-2-cyclohexene

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / cerium chloride heptahydrate; sodium borohydride / methanol / 0.5 h / 20 °C

2: 77 percent / DMAP; DCC / CH₂Cl₂ / 4 h / 20 °C

3: 97 percent / LiBH₄ / tetrahydrofuran / 12 h / 20 °C

4: 95 percent / imidazole / dimethylformamide / 12 h / 20 °C

5: 83 percent / NaOH / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 3 h / Heating

6: 98 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 2.5 h / 20 °C

7: 75 percent / t-BuOK / 2-methyl-propan-2-ol / 1 h / 20 °C

With 1H-imidazole; dmap; sodium hydroxide; sodium tetrahydroborate; lithium borohydride; cerium(III) chloride; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 5: Suzuki coupling reaction;
DOI:10.1021/ol026671e