methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide

Base Information

Chemical Name:methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide
CAS No.:1278587-60-2
Molecular Formula:C₁₉H₃₂N₂O₄S₂
Molecular Weight:416.606
Hs Code.:

Synonyms:methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide

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Chemical Property of methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide

Chemical Property:

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Technology Process of methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide

There total 7 articles about methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide 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:

: 1089133-81-2
methyl 7-acetylthio-7-deoxy-7-epi-1-thio-6-N-trifluoroacetyl-α-lincosamide

: 1278587-60-2
methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide

Guidance literature:: Multi-step reaction with 3 steps

1: sodium methylate / methanol / 0.25 h / 20 °C

2: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 17 h / Reflux

3: N-benzyl-N,N,N-triethylammonium chloride; potassium hydroxide / dichloromethane; water / 4 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; potassium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1038/ja.2017.114

Reference yield:

: 1089133-75-4
methyl 7-O-methaneslufonyl-6-N-(2,2,2-trifluoroacetyl)-2,3,4-tris-O-(trimethylsilyl)-α-thiolincosaminide

: 1278587-60-2
methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / N,N-dimethyl-formamide / 1.5 h / 80 °C

1.2: 3 h / 20 °C

2.1: hydrogenchloride / methanol; water / 0.17 h / 20 °C

3.1: sodium methylate / methanol / 0.25 h / 20 °C

4.1: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 17 h / Reflux

5.1: N-benzyl-N,N,N-triethylammonium chloride; potassium hydroxide / dichloromethane; water / 4 h / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; triethylamine; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; potassium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1038/ja.2017.114

Reference yield:

: 25474-05-9
N-trifluoroacetyl-methylthio-lincosamine

: 1278587-60-2
methyl (7S)-7-deoxy-7-(4-(2-dimethylaminoethyl)phenyl)thio-α-thiolincosaminide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane; pyridine / 1 h / 20 °C

2.1: acetic acid / methanol / 0.25 h / 20 °C

3.1: triethylamine / chloroform / 1 h / 20 °C

4.1: triethylamine / N,N-dimethyl-formamide / 1.5 h / 80 °C

4.2: 3 h / 20 °C

5.1: hydrogenchloride / methanol; water / 0.17 h / 20 °C

6.1: sodium methylate / methanol / 0.25 h / 20 °C

7.1: 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 17 h / Reflux

8.1: N-benzyl-N,N,N-triethylammonium chloride; potassium hydroxide / dichloromethane; water / 4 h / 20 °C

With pyridine; hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-benzyl-N,N,N-triethylammonium chloride; sodium methylate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1,1,3,3,3-hexamethyl-disilazane; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; potassium hydroxide; In 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1038/ja.2017.114