(6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B

Base Information

Chemical Name:(6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B
CAS No.:73162-96-6
Molecular Formula:C40H64 O8 Si
Molecular Weight:701.02
Hs Code.:
DSSTox Substance ID:DTXSID801102194

Synonyms:73162-96-6;DTXSID801102194;(6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B

Suppliers and Price of (6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

TRC
(6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]MilbemycinB
500mg
$ 1040.00

Total 2 raw suppliers

Chemical Property of (6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B

Chemical Property:

PSA：103.68000
LogP:7.56070
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:700.43704553
Heavy Atom Count:49
Complexity:1340

Purity/Quality:

99% ^*data from raw suppliers

(6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]MilbemycinB ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC(C)C1C(CCC2(O1)CC3CC(O2)CC=C(C(C(C=CC=C4COC5C4(C(C=C(C5O[Si](C)(C)C(C)(C)C)C)C(=O)O3)O)C)O)C)C
Isomeric SMILES:CC[C@H](C)[C@@H]1[C@H](CC[C@@]2(O1)C[C@@H]3C[C@H](O2)C/C=C(/[C@H]([C@H](/C=C/C=C/4\CO[C@H]5[C@@]4([C@@H](C=C([C@H]5O[Si](C)(C)C(C)(C)C)C)C(=O)O3)O)C)O)\C)C
Uses (6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl] Milbemycin B is an intermediate used in the synthesis of Milbemycin D (M344290), which is a macrocyclic lactones that can be used as a nematocide and insecticide.

Technology Process of (6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B

There total 2 articles about (6R,13S,25R)-5-O-Demethyl-28-deoxy-5-O-[(1,1-dimethylethyl)dimethylsilyl]-6,28-epoxy-13-hydroxy-25-[(1S)-1-methylpropyl]milbemycin B 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: 82.3%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 73162-95-5
ivermectin aglycone

: 73162-96-6
5-O-(tert-butyldimethylsilyl)-22,23-dihydroavermectin B₁ aglycon

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; regioselective reaction;
DOI:10.1016/j.cclet.2010.06.035

Reference yield:

: 71827-03-7
5-O-demethyl-22,23-dihydro-avermectin A₁a

: 73162-96-6
5-O-(tert-butyldimethylsilyl)-22,23-dihydroavermectin B₁ aglycon

Guidance literature:: Multi-step reaction with 2 steps

1: sulfuric acid / methanol; water / 16 h / 20 °C / Cooling with ice

2: 1H-imidazole / dichloromethane / 2.5 h / 20 °C

With 1H-imidazole; sulfuric acid; In methanol; dichloromethane; water;