(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl ester
CAS No.:201472-31-3
Molecular Formula:C₂₄H₃₂O₄Si
Molecular Weight:412.601
Hs Code.:

Synonyms:(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl ester

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Chemical Property of (E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl ester

There total 2 articles about (E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl 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: 92.0%

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 201472-30-2
(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-ol

: 201472-31-3
(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl ester

Guidance literature:: With benzoic acid; In dichloromethane; for 12h; Ambient temperature;
DOI:10.1021/jo9713621

Reference yield:

: 128075-94-5
(R)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}dihydrofuran-2(3H)-one

: 201472-31-3
(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / DIBAL-H / toluene / 1 h / -78 °C

2: 92 percent / PhCO₂H / CH₂Cl₂ / 12 h / Ambient temperature

With diisobutylaluminium hydride; benzoic acid; In dichloromethane; toluene;
DOI:10.1021/jo9713621

Reference yield:

: 201472-31-3
(E)-(R)-7-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-hept-2-enoic acid methyl ester

: 201472-37-9
(2R,13R)-13-Benzyloxymethoxy-2,8-bis-methoxymethoxy-13-[(2S,5S)-5-((S)-1-methoxymethoxy-tridecyl)-tetrahydro-furan-2-yl]-tridecanal

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / H₂ / Pd/C / ethyl acetate / 2 h / 760 Torr / Ambient temperature

2: 695.0 mg / DIPEA / CH₂Cl₂ / 4 h / 0 - 20 °C

3: 83 percent / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

4: 95 percent / tri-n-butylphosphine / CH₂Cl₂ / 12 h / Ambient temperature

5: 95 percent / NaHCO₃, m-CPBA / CH₂Cl₂ / 1 h / 0 °C

6: 1.) n-BuLi / 1) THF, hexane, 0 deg C, 15 min; 2) THF, hexane, -40 to 0 deg C, 1 h

7: 94 percent / Na₂HPO₄, Na-Hg amalgam / methanol / 3 h / 0 °C

8: 84 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

9: 100 percent / DIPEA / CH₂Cl₂ / 4 h / 4 °C

10: 95 percent / n-BuNF / tetrahydrofuran / 3 h / Ambient temperature

11: TPAP, N-methylmorpholine N-oxide, 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / Ambient temperature

With disodium hydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; tetrapropylammonium perruthennate; sodium amalgam; tributylphosphine; 4 A molecular sieve; hydrogen; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo9713621