6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran

Base Information

Chemical Name:6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran
CAS No.:1026880-67-0
Molecular Formula:C₃₇H₅₂O₄Si₂
Molecular Weight:616.988
Hs Code.:

6-benzyloxymethyl-4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-[2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2<i>H</i>-pyran

Synonyms:6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran

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Chemical Property of 6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran

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Technology Process of 6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran

There total 1 articles about 6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran 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: 64.0%

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 213009-71-3
((E)-4-Benzyloxy-1-methylene-but-2-enyloxy)-tert-butyl-dimethyl-silane

: 1026880-67-0
6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran

Guidance literature:: With (1S,2R)-ligand-chromium; at 20 ℃;
DOI:10.1021/ja016893s

Reference yield: 94.0%

: 1026880-67-0
6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran

: 2-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-tetrahydro-pyran-3-ol

Guidance literature:: 6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran; With borane-THF; In tetrahydrofuran; at 0 ℃;

With sodium hydroxide; at 0 - 20 ℃; Further stages.;
DOI:10.1021/ja016893s

Reference yield:

: 1026880-67-0
6-benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxy)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3,6-dihydro-2H-pyran

: 58857-02-6
(+)-ambruticin S

Guidance literature:: Multi-step reaction with 7 steps

1.1: BH₃*THF / tetrahydrofuran / 0 °C

1.2: 94 percent / 30percent aq. H₂O₂; 3 N aq. NaOH / 0 - 20 °C

2.1: 2,6-lutidine / CH₂Cl₂ / -30 °C

3.1: H₂ / Pd/C

4.1: 97 percent / TPAP; NMO / CH₂Cl₂ / 2 h / 20 °C

5.1: 92 percent / LiHMDS / dimethylformamide; hexamethylphosphoric acid triamide; tetrahydrofuran / -35 - 20 °C

6.1: 98 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

7.1: 87 percent / O₂; NaHCO₃ / Pt / H₂O; acetone; propan-2-ol / 50 °C

With 2,6-dimethylpyridine; N-methyl-2-indolinone; tetrapropylammonium perruthennate; borane-THF; tetrabutyl ammonium fluoride; hydrogen; oxygen; sodium hydrogencarbonate; lithium hexamethyldisilazane; palladium on activated charcoal; platinum; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; acetone; 5.1: Kocienski-Julia olefination;
DOI:10.1021/ja016893s