(+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal

Base Information

Chemical Name:(+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal
CAS No.:127785-62-0
Molecular Formula:C₃₈H₅₀O₇
Molecular Weight:618.811
Hs Code.:

(+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β<sub>1</sub> 7,8'-R-benzylidene acetal

Synonyms:(+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal

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Chemical Property of (+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal

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Technology Process of (+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal

There total 27 articles about (+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal 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%

: 124553-40-8
(+)-5-O-desmethyl-3,4S-dihydromilbemycin β₁ 7,8'-R-benzylidene acetal

: 127785-62-0
(+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; 1.) room temp., 10 min; 2.) 10 min;
DOI:10.1016/S0040-4020(01)89182-1

Reference yield:

: 115030-97-2,124600-50-6
(+)-(2R,5S(E),6S,8S,9S,11S)-11-<(tert-butyldiphenylsilyloxy)methyl>-9-methyl-2-phenyl-5-<2-(phenylsulphonyl)ethenyl>-1,3-dioxaspiro<5.5>undecan-8-ol

: 127785-62-0
(+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal

Guidance literature:: Multi-step reaction with 9 steps

1: 83 percent / t-butyl lithium / tetrahydrofuran / -78 °C

2: sodium amalgam, Na₂HPO₄ / tetrahydrofuran; methanol / -40 °C

3: 27 percent / py, DMAP

4: 91 percent / TBAF / tetrahydrofuran / Heating

5: 76 percent / tetra-n-propylammonium perruthenate, NMO, 4 angstroem ground sieves / CH₂Cl₂

6: sodium chlorite, 2-methyl-2-butene, KH₂PO₄ / 2-methyl-propan-2-ol; H₂O

7: sodium methoxide / methanol

8: 2-chloro-1-methyl-pyridinium iodide, Et₃N / acetonitrile / Heating

9: 83 percent / tetra-n-propylammonium perruthenate, NMO, 4 angstroem ground sieves / CH₂Cl₂

With pyridine; dmap; sodium chlorite; disodium hydrogenphosphate; potassium dihydrogenphosphate; sodium amalgam; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 4 A molecular sieve; tetrabutyl ammonium fluoride; 2-chloro-1-methyl-pyridinium iodide; tert.-butyl lithium; sodium methylate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)99203-7

Reference yield:

: 124553-37-3
(+)-<2R,5E<2E,4R,6E,8(2R,4S,6S,8R,9S)>,6S,8S,9S,11S>-5-<(4-benzoyloxy-8,9-dimethyl-1,7-dioxaspiro<5.5>undecan-2-yl)-4,6-dimethyl-2,6-octadienylidene>-11-<(tert-butyldiphenylsilyloxy)methyl>-9-methyl-2-phenyl-1,3-dioxaspiro<5.5>undecan-8-ol

: 127785-62-0
(+)-5-desmethoxy-3,4S-dihydro-5-oxomilbemycin β₁ 7,8'-R-benzylidene acetal

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / TBAF / tetrahydrofuran / Heating

2: 76 percent / tetra-n-propylammonium perruthenate, NMO, 4 angstroem ground sieves / CH₂Cl₂

3: sodium chlorite, 2-methyl-2-butene, KH₂PO₄ / 2-methyl-propan-2-ol; H₂O

4: sodium methoxide / methanol

5: 2-chloro-1-methyl-pyridinium iodide, Et₃N / acetonitrile / Heating

6: 83 percent / tetra-n-propylammonium perruthenate, NMO, 4 angstroem ground sieves / CH₂Cl₂

With sodium chlorite; potassium dihydrogenphosphate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; 4 A molecular sieve; tetrabutyl ammonium fluoride; 2-chloro-1-methyl-pyridinium iodide; sodium methylate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)99203-7