4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide

Base Information

Chemical Name:4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide
CAS No.:201546-84-1
Molecular Formula:C₁₂H₁₅NO₃S₃
Molecular Weight:317.454
Hs Code.:

Synonyms:4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide

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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 4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide

Chemical Property:

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Technology Process of 4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide

There total 17 articles about 4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide 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: 86.0%

: 130782-54-6
4-cyanophenyl 1,5-dithio-β-D-arabinopyranoside

: 201546-84-1
4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide

Guidance literature:: With hydrogen sulfide; In pyridine; triethylamine; Ambient temperature;
DOI:10.1016/S0008-6215(98)00088-3

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 201546-84-1
4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) CuSO₄; 2.) HCl / 1.) H₂SO₄, 20 deg C, 24 h; 2.) MeOH, 40 deg C, 100 min

2: 61 percent / Et₃N, SOCl₂ / CH₂Cl₂ / 0.25 h / -30 °C

3: 19 percent / dimethylformamide / 5 h / 100 °C

4: 1.) NaOMe; 2.) 10percent aq. HCl / 1.) r.t., 1 h; 2.) MeOH, reflux, 1 h

5: pyridine / 24 h / Ambient temperature

6: 74 percent / conc. H₂SO₄ / 1 h / 0 °C

7: Me₃SiOTf / 1,2-dichloro-ethane / 1 h / Ambient temperature

8: 96 percent / NaOMe / methanol / 0.5 h / Ambient temperature

9: 86 percent / H₂S / pyridine; triethylamine / Ambient temperature

With hydrogenchloride; thionyl chloride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen sulfide; sodium methylate; copper(II) sulfate; triethylamine; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; triethylamine; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00088-3

Reference yield:

: 20031-21-4
1,2-O-isopropylidene-α-D-xylose

: 201546-84-1
4-((2S,3R,4S,5S)-3,4,5-Trihydroxy-tetrahydro-thiopyran-2-ylsulfanyl)-thiobenzamide

Guidance literature:: Multi-step reaction with 8 steps

1: 61 percent / Et₃N, SOCl₂ / CH₂Cl₂ / 0.25 h / -30 °C

2: 19 percent / dimethylformamide / 5 h / 100 °C

3: 1.) NaOMe; 2.) 10percent aq. HCl / 1.) r.t., 1 h; 2.) MeOH, reflux, 1 h

4: pyridine / 24 h / Ambient temperature

5: 74 percent / conc. H₂SO₄ / 1 h / 0 °C

6: Me₃SiOTf / 1,2-dichloro-ethane / 1 h / Ambient temperature

7: 96 percent / NaOMe / methanol / 0.5 h / Ambient temperature

8: 86 percent / H₂S / pyridine; triethylamine / Ambient temperature

With hydrogenchloride; thionyl chloride; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; hydrogen sulfide; sodium methylate; triethylamine; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; triethylamine; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00088-3