4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide

Base Information

Chemical Name:4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide
CAS No.:247146-60-7
Molecular Formula:C₃₅H₅₅NO₇SSi
Molecular Weight:661.976
Hs Code.:

4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-<i>N</i>-<i>tert</i>-butyl-3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-butyramide

Synonyms:4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide

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Chemical Property of 4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide

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Technology Process of 4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide

There total 15 articles about 4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide 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:

: N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-4-[4-(4-methoxy-benzyloxy)-5,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-butyramide

: 247146-60-7
4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In ethyl acetate;
DOI:10.1021/ja990860j

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 247146-60-7
4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 64 percent / 2,6-lutidine / CH₂Cl₂ / -10 °C

2.1: 96 percent / Me₃Al / tetrahydrofuran / 16 h / 20 °C

3.1: O₃ / CH₂Cl₂; methanol / -78 °C

3.2: Me₂S / methanol; CH₂Cl₂

4.1: pyridine / 48 h / 23 °C

5.1: ZnI₂; n-Bu₄NI / CH₂Cl₂

6.1: m-CPBA; NaHCO₃ / ethyl acetate

With pyridine; 2,6-dimethylpyridine; trimethylaluminum; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; ozone; 3-chloro-benzenecarboperoxoic acid; zinc(II) iodide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 1.1: silylation / 2.1: Ring cleavage / 3.1: ozonolysis / 3.2: Reduction / 4.1: Acetylation / 5.1: Substitution / 6.1: Oxidation;
DOI:10.1021/ja990860j

Reference yield:

: 215876-04-3
(S)-3-(4-Methoxy-benzyloxy)-4,4-dimethyl-6,6-diphenyl-hex-5-enal

: 247146-60-7
4-[6-benzenesulfonyl-4-(4-methoxy-benzyloxy)-5,5-dimethyl-tetrahydro-pyran-2-yl]-N-tert-butyl-3-(tert-butyl-dimethyl-silanyloxy)-butyramide

Guidance literature:: Multi-step reaction with 9 steps

1.1: TiCl₂(O-iPr)2 / toluene / -78 °C

1.2: 83 percent / toluene / -78 °C

2.1: Me₄NHB(OAc)3; AcOH / acetonitrile / -35 °C

3.1: PPTS / benzene / 80 °C

4.1: 64 percent / 2,6-lutidine / CH₂Cl₂ / -10 °C

5.1: 96 percent / Me₃Al / tetrahydrofuran / 16 h / 20 °C

6.1: O₃ / CH₂Cl₂; methanol / -78 °C

6.2: Me₂S / methanol; CH₂Cl₂

7.1: pyridine / 48 h / 23 °C

8.1: ZnI₂; n-Bu₄NI / CH₂Cl₂

9.1: m-CPBA; NaHCO₃ / ethyl acetate

With pyridine; 2,6-dimethylpyridine; titanium(IV) dichlorodiisopropylate; trimethylaluminum; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; ozone; acetic acid; 3-chloro-benzenecarboperoxoic acid; zinc(II) iodide; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; toluene; acetonitrile; benzene; 1.1: complexation / 1.2: Condensation / 2.1: Reduction / 3.1: lactonization / 4.1: silylation / 5.1: Ring cleavage / 6.1: ozonolysis / 6.2: Reduction / 7.1: Acetylation / 8.1: Substitution / 9.1: Oxidation;
DOI:10.1021/ja990860j