Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl ester

Base Information

Chemical Name:Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl ester
CAS No.:125159-76-4
Molecular Formula:C₂₄H₃₇IO₆SSi
Molecular Weight:608.61
Hs Code.:

Synonyms:Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl ester

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Chemical Property of Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl ester

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Technology Process of Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl ester

There total 11 articles about Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl 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: 83.0%

: 563-63-3
silver(I) acetate

: Toluene-4-sulfonic acid (1S,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-1,3a,4,5,6,6a-hexahydro-pentalen-1-ylmethyl ester

: 125159-76-4
Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl ester

Guidance literature:: With iodine; In acetic acid; for 1h;

Reference yield:

: 35200-11-4
bicyclo<3.3.0>-2-octen-6-one

: 125159-76-4
Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / LiAlH₄ / diethyl ether / 0.5 h / -78 °C

2: 94 percent / pyridine; tetrahydrofuran / 0.5 h / 20 °C

3: ethanol; hexane / recrystallization

4: 87 percent / 40 percent KOH / H₂O; methanol / 3.5 h / 60 °C

5: 97 percent / imidazole / dimethylformamide / 1.5 h

6: 5.0 M Me₂AlCl / hexane; CH₂Cl₂ / 1.5 h / -40 °C

7: 96 percent / DMAP / pyridine / 2.5 h / 40 °C

8: 83 percent / I₂ / acetic acid / 1 h

With 1H-imidazole; dmap; potassium hydroxide; lithium aluminium tetrahydride; iodine; dimethylaluminum chloride; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

: 110269-93-7
(1S,2R,5R)-bicyclo<3.3.0>oct-6-en-endo-2-ol

: 125159-76-4
Acetic acid (1S,2R,3R,3aS,4R,6aR)-4-(tert-butyl-dimethyl-silanyloxy)-3-iodo-1-(toluene-4-sulfonyloxymethyl)-octahydro-pentalen-2-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / imidazole / dimethylformamide / 1.5 h

2: 5.0 M Me₂AlCl / hexane; CH₂Cl₂ / 1.5 h / -40 °C

3: 96 percent / DMAP / pyridine / 2.5 h / 40 °C

4: 83 percent / I₂ / acetic acid / 1 h

With 1H-imidazole; dmap; iodine; dimethylaluminum chloride; In pyridine; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide;