tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane
CAS No.:180478-16-4
Molecular Formula:C₂₉H₄₂O₄Si
Molecular Weight:482.736
Hs Code.:

Synonyms:tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane

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Technology Process of tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane

There total 7 articles about tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane 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: 43.0%

: 180478-15-3
4-{(2R,3S,6R)-6-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-3-methoxy-tetrahydro-pyran-2-yl}-butan-1-ol

: 180478-16-4
tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane

Guidance literature:: With 4,4'-diiodobiphenyl; iodine; In tetrachloromethane; for 1.5h; Ambient temperature;
DOI:10.1016/0957-4166(96)00227-3

Reference yield:

: 122490-45-3
(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

: 180478-16-4
tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / H₂ / Pd(OH)2/C / ethyl acetate

2: 88 percent / Amberlyst-15(H+ form) / methanol / 1 h / Ambient temperature

3: 88 percent / pyridine / 4 h / 0 °C

4: 80 percent / diethyl ether / 1.) 0 deg C, 3 h, 2.) room temp., 1 h

5: 73 percent / NaOH / acetone / 4 h / 50 °C

6: 1.) BH₃*THF, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C to room temp., 20 min

7: 43 percent / (diacetoxyiodo)benzene, I₂ / CCl₄ / 1.5 h / Ambient temperature

With sodium hydroxide; borane-THF; [bis(acetoxy)iodo]benzene; Amberlyst-15(H+ form); hydrogen; dihydrogen peroxide; iodine; palladium dihydroxide; In pyridine; methanol; tetrachloromethane; diethyl ether; ethyl acetate; acetone;
DOI:10.1021/jo972023a

Reference yield:

: 180478-11-9
(2R,3S,6R)-6-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-hydroxymethyl-tetrahydro-pyran-3-ol

: 180478-16-4
tert-Butyl-[3-((2R,5S,6S)-5-methoxy-1,7-dioxa-spiro[5.5]undec-2-yl)-propoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / pyridine / 4 h / 0 °C

2: 80 percent / diethyl ether / 1.) 0 deg C, 3 h, 2.) room temp., 1 h

3: 73 percent / NaOH / acetone / 4 h / 50 °C

4: 1.) BH₃*THF, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C to room temp., 20 min

5: 43 percent / (diacetoxyiodo)benzene, I₂ / CCl₄ / 1.5 h / Ambient temperature

With sodium hydroxide; borane-THF; [bis(acetoxy)iodo]benzene; dihydrogen peroxide; iodine; In pyridine; tetrachloromethane; diethyl ether; acetone;
DOI:10.1021/jo972023a