17-epi-20,28-bis-O-(4-methoxybenzyl)salinomycin

Base Information

Chemical Name:17-epi-20,28-bis-O-(4-methoxybenzyl)salinomycin
CAS No.:120269-90-1
Molecular Formula:C₅₈H₈₆O₁₃
Molecular Weight:991.313
Hs Code.:

Synonyms:

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

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Chemical Property of 17-epi-20,28-bis-O-(4-methoxybenzyl)salinomycin

Chemical Property:

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Technology Process of 17-epi-20,28-bis-O-(4-methoxybenzyl)salinomycin

There total 39 articles about 17-epi-20,28-bis-O-(4-methoxybenzyl)salinomycin 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: 23.0%

: 110653-57-1
(R)-2-<(2R,5S,6R)-6-<(R)-1-formylethyl>-5-methyltetrahydropyran-2-yl>butanoic acid

: 120269-89-8,120330-26-9
(R)-4-[(2S,5S,7S,9S,10S,12R)-2-[(2R,5R,6S)-5-Ethyl-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-2-yl]-15-(4-methoxy-benzyloxy)-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl]-hexan-3-one

: 120269-90-1,126574-61-6
C₅₈H₈₆O₁₃

Guidance literature:: With bis(cyclohexyl)aminomagnesium bromide; In tetrahydrofuran; at -55 ℃;
DOI:10.1016/S0040-4039(00)80703-0

Reference yield:

: 2280-44-6
D-Glucose

: 120269-90-1,126574-61-6
C₅₈H₈₆O₁₃

Guidance literature:: Multi-step reaction with 11 steps

4: 99 percent / DMSO, (COCl)2, Et₃N / CH₂Cl₂

5: Ph₃P / CH₂Cl₂ / -78 °C

6: LDA / tetrahydrofuran / -30 °C

7: n-BuLi / 1.) THF, -78 deg C, 2.) oxidation

8: 1.) camphorsulfonic acid, 2.) n-Bu₄NF / 1.) room temperature, 2.) dioxane-THF, 65 deg C

9: 88 percent / H₂ / Lindlar / methanol

10: 1.) DMSO, (COCl)2, Et₃N, 2.) CSA / 1.) CH₂Cl₂, 2.) CH₂Cl₂, room temperature

11: 23 percent / (C₆H₁₁)2NMgBr / tetrahydrofuran / -55 °C

With n-butyllithium; oxalyl dichloride; bis(cyclohexyl)aminomagnesium bromide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; Lindlar's catalyst; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)80703-0

Reference yield:

: 81496-83-5
(S)-3-((4R,5S)-2,2,5-Trimethyl-[1,3]dioxan-4-yl)-butyraldehyde

: 120269-90-1,126574-61-6
C₅₈H₈₆O₁₃

Guidance literature:: Multi-step reaction with 18 steps

1: NaH / dimethylformamide; tetrahydrofuran / 0 °C

2: H₂ / Pd-C / ethyl acetate / Ambient temperature

3: tetrahydrofuran / -78 °C

4: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, -78 deg C

5: Et₃N / 0 °C

6: 1N-HCl / tetrahydrofuran / Ambient temperature

7: K₂CO₃ / methanol

8: NaH / tetrahydrofuran / Ambient temperature

9: camphorsulfonic acid / CH₂Cl₂ / 0 °C

10: DMSO, (COCl)2, Et₃N / CH₂Cl₂

11: 28 percent / (Ph₃P)3RhCl / acetonitrile / 160 °C

12: DDQ / CH₂Cl₂; H₂O

13: DMSO, (COCl)2 / CH₂Cl₂

14: TsOH / benzene

15: H₂ / Pd-C / ethyl acetate

16: CrO₃, H₂SO₄ / acetone

17: 2N-HCl / tetrahydrofuran / Ambient temperature

18: 23 percent / (C₆H₁₁)2NMgBr / tetrahydrofuran / -55 °C

With chromium(VI) oxide; hydrogenchloride; sodium tetrahydroborate; Wilkinson's catalyst; oxalyl dichloride; bis(cyclohexyl)aminomagnesium bromide; sulfuric acid; camphor-10-sulfonic acid; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; ozone; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)80703-0