Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester

Base Information

Chemical Name:Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester
CAS No.:186768-47-8
Molecular Formula:C₃₀H₄₄O₈S₂
Molecular Weight:596.807
Hs Code.:

Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester

Synonyms:Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester

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Chemical Property of Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester

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Technology Process of Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester

There total 6 articles about Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-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: 72.0%

: 186768-46-7
Dithiocarbonic acid O-[(E)-(1R,2S,5S,10S,11R,14S,15S,16R,17S,18S)-1-hydroxy-10,11-dimethoxy-17-(4-methoxy-benzyloxy)-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl] ester S-methyl ester

: 186768-47-8
Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 72h;
DOI:10.1002/jlac.199719970135

Reference yield:

: 164735-19-7
5-O-(4-methoxybenzyl)soraphen

: 186768-47-8
Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 55 percent / pyridine; SOCl₂ / 0.75 h

2: 71 percent / m-chloroperbenzoic acid, phosphate buffer / tetrahydrofuran / 2 h / Ambient temperature

3: 43 percent / NaBH₄ / tetrahydrofuran; various solvent(s) / 2 h / Ambient temperature

4: 90 percent / 1 M aq. HCl / tetrahydrofuran / Ambient temperature

5: 1.) 1 M KOH / 1.) DMSO, r.t., 22 h, 2.) r.t., 48 h

6: 72 percent / DDQ / CH₂Cl₂; H₂O / 72 h

With pyridine; hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; thionyl chloride; phosphate buffer; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/jlac.199719970135

Reference yield:

: 186768-32-1
(E)-(2S,5S,10S,11R,14S,15S,16R,17S)-10,11,18-Trimethoxy-17-(4-methoxy-benzyloxy)-2,14,16-trimethyl-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadeca-1⁽¹⁸⁾,12-dien-3-one

: 186768-47-8
Dithiocarbonic acid O-((E)-(1R,2S,5S,10S,11R,14S,15S,16S,17S,18S)-1,17-dihydroxy-10,11-dimethoxy-2,14,16-trimethyl-3-oxo-5-phenyl-4,19-dioxa-bicyclo[13.3.1]nonadec-12-en-18-yl) ester S-methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 71 percent / m-chloroperbenzoic acid, phosphate buffer / tetrahydrofuran / 2 h / Ambient temperature

2: 43 percent / NaBH₄ / tetrahydrofuran; various solvent(s) / 2 h / Ambient temperature

3: 90 percent / 1 M aq. HCl / tetrahydrofuran / Ambient temperature

4: 1.) 1 M KOH / 1.) DMSO, r.t., 22 h, 2.) r.t., 48 h

5: 72 percent / DDQ / CH₂Cl₂; H₂O / 72 h

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; phosphate buffer; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water;
DOI:10.1002/jlac.199719970135