(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene

Base Information

Chemical Name:(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene
CAS No.:134458-41-6
Molecular Formula:C₄₀H₄₈O₃Si₂
Molecular Weight:635.966
Hs Code.:

Synonyms:(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene

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Chemical Property of (3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene

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Technology Process of (3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene

There total 7 articles about (3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene 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: 84.0%

: 134485-16-8
(3'S,5'R)-N-<1-<3',5'-bis<((tert-butyldiphenyl)silyl)oxy>-2'-methylcyclohexen-1'-yl>methylidene>butylamine

: 134458-41-6
(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene

Guidance literature:: With water-d2; at 150 ℃; for 9h;
DOI:10.1021/ja00018a038

Reference yield:

: 113375-51-2
(3S,5R)-1-ethynyl-3,5-dihydroxy-2-methylcyclohex-1-ene

: 134458-41-6
(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 14.6 g / imidazole / dimethylformamide / 16 h / Ambient temperature

2: 90 percent / H₂, quinoline / Lindlar catalyst / hexane / 0.25 h / Ambient temperature

3: 64 percent / osmium tetraoxide, sodium periodate / tetrahydrofuran; H₂O / 46 h / Ambient temperature

4: 92 percent / 4A molecular sives / diethyl ether / 12 h / Ambient temperature

5: 84 percent / D₂O / 9 h / 150 °C

With 1H-imidazole; quinoline; sodium periodate; osmium(VIII) oxide; 4A molecular sives; hydrogen; water-d2; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; hexane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00018a038

Reference yield:

: 115540-14-2,146728-49-6
(1S,2R,4S,6S)-2,4-diacetoxy-2-ethynyl-1-methyl-7-oxabicyclo<4.1.0>heptane

: 134458-41-6
(3S,5R)-3,5-bis<((tert-butyldiphenyl)silyl)oxy>-1-formyl-2-(trideuteriomethyl)cyclohex-1-ene

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) 1,2-diiodoethane, samarium, Pd(PPh₃)4, 2.) 0.2 M sodium methoxide / 1.) THF, RT, 8 h, 2.) methanol, 0 deg C, 4 h

2: 14.6 g / imidazole / dimethylformamide / 16 h / Ambient temperature

3: 90 percent / H₂, quinoline / Lindlar catalyst / hexane / 0.25 h / Ambient temperature

4: 64 percent / osmium tetraoxide, sodium periodate / tetrahydrofuran; H₂O / 46 h / Ambient temperature

5: 92 percent / 4A molecular sives / diethyl ether / 12 h / Ambient temperature

6: 84 percent / D₂O / 9 h / 150 °C

With 1H-imidazole; quinoline; samarium; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,2-Diiodoethane; 4A molecular sives; hydrogen; water-d2; sodium methylate; Lindlar's catalyst; In tetrahydrofuran; diethyl ether; hexane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja00018a038