(4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione

Base Information

Chemical Name:(4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione
CAS No.:261720-12-1
Molecular Formula:C₄₅H₅₆O₄SSi₂
Molecular Weight:749.174
Hs Code.:

Synonyms:(4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione

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Chemical Property of (4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione

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Technology Process of (4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione

There total 11 articles about (4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione 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: 94.0%

: 463-71-8
thiophosgene

: 261720-04-1
(1S,2R)-1,2-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-ethane-1,2-diol

: 261720-12-1
(4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione

Guidance literature:: With dmap; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(99)02062-6

Reference yield:

: 10602-08-1
2-ethynylbenzyl alcohol

: 261720-12-1
(4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione

Guidance literature:: Multi-step reaction with 9 steps

1: Pd(PPh₃)4; CuI / triethylamine / 20 °C

2: imidazole / CH₂Cl₂

3: 93 percent / NaBH₄ / methanol; CH₂Cl₂

4: 99 percent / hydrogen / Lindlar / benzene; quinoline

5: 98 percent / Dess-Martin / CH₂Cl₂

6: 92 percent / VCl₃(THF)3; Zn / CH₂Cl₂ / 20 °C

7: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

8: NaBH₄ / methanol; CH₂Cl₂

9: 94 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 0 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; Vanadium (III) chloride-(tris-tetrahydrofuran); hydrogen; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; zinc; Lindlar's catalyst; In quinoline; methanol; dichloromethane; triethylamine; benzene; 1: Arylation / 2: Etherification / 3: Reduction / 4: Catalytic hydrogenation / 5: Oxidation / 6: Dimerization / 7: Oxidation / 8: Reduction / 9: thiocarbonylation;
DOI:10.1016/S0040-4039(99)02062-6

Reference yield:

: 18887-53-1
2-<2-<2-(Hydroxymethyl)phenyl>ethynyl>benzaldehyde

: 261720-12-1
(4S,5R)-4,5-Bis-(2-{(Z)-2-[2-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-vinyl}-phenyl)-[1,3]dioxolane-2-thione

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole / CH₂Cl₂

2: 93 percent / NaBH₄ / methanol; CH₂Cl₂

3: 99 percent / hydrogen / Lindlar / benzene; quinoline

4: 98 percent / Dess-Martin / CH₂Cl₂

5: 92 percent / VCl₃(THF)3; Zn / CH₂Cl₂ / 20 °C

6: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

7: NaBH₄ / methanol; CH₂Cl₂

8: 94 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 0 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; oxalyl dichloride; Vanadium (III) chloride-(tris-tetrahydrofuran); hydrogen; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; zinc; Lindlar's catalyst; In quinoline; methanol; dichloromethane; benzene; 1: Etherification / 2: Reduction / 3: Catalytic hydrogenation / 4: Oxidation / 5: Dimerization / 6: Oxidation / 7: Reduction / 8: thiocarbonylation;
DOI:10.1016/S0040-4039(99)02062-6