(2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol

Base Information

Chemical Name:(2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol
CAS No.:181208-11-7
Molecular Formula:C₂₅H₃₄O₄Si
Molecular Weight:426.628
Hs Code.:

Synonyms:(2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol

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Chemical Property of (2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol

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Technology Process of (2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol

There total 1 articles about (2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol 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:

: 181208-08-2
(2R,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-hexahydro-pyrano[3,2-b]pyran-3-one

: 181208-11-7
(2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; dichloromethane; at -78 ℃; for 2h;
DOI:10.1021/ja961454s

Reference yield:

: 181208-11-7
(2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol

: 181208-23-1
(2R,4aR,8aR,9aS,10aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-1,8,10-trioxa-anthracen-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: n-Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

2: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

3: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 - 0 °C

4: 93 percent / n-BuLi, DMPU / tetrahydrofuran / 0.5 h / -100 °C

5: 70 percent / p-TsOH*H₂O / CHCl₃ / 6 h / 55 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/ja961454s

Reference yield:

: 181208-11-7
(2R,3S,4aR,8aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-pyrano[3,2-b]pyran-3-ol

: (2R,3S,4aR,5aS,6aR,10aS,11aR,12aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-tetradecahydro-1,5,7,11-tetraoxa-naphthacen-3-ol

Guidance literature:: Multi-step reaction with 12 steps

1: n-Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

2: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

3: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 - 0 °C

4: 93 percent / n-BuLi, DMPU / tetrahydrofuran / 0.5 h / -100 °C

5: 70 percent / p-TsOH*H₂O / CHCl₃ / 6 h / 55 °C

6: NaBH₄ / methanol; CH₂Cl₂ / 2 h / -78 °C

7: n-Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

8: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

9: 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 - 0 °C

10: 92 percent / n-BuLi, DMPU / tetrahydrofuran / 0.5 h / -100 °C

11: 73 percent / p-TsOH*H₂O / CHCl₃ / 6 h / 55 °C

12: 92 percent / NaBH₄ / methanol; CH₂Cl₂ / 2 h / -78 °C

With 2,6-dimethylpyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium tetrahydroborate; n-butyllithium; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; chloroform;
DOI:10.1021/ja961454s