methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-α-thiolincosaminide

Base Information

Chemical Name:methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-α-thiolincosaminide
CAS No.:941585-96-2
Molecular Formula:C₂₅H₃₇N₃O₁₀S₂
Molecular Weight:603.715
Hs Code.:

Synonyms:methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-α-thiolincosaminide

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Chemical Property of methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-α-thiolincosaminide

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Technology Process of methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-α-thiolincosaminide

There total 5 articles about methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-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: 84.0%

: 14810-93-6
Methyl 6-Amino-6,8-dideoxy-1-thio-D-erythro-α-D-galacto-octopyranoside

: 1089133-09-4
(2S)-1-(2-nitrophenylsulfonyl)-5-n-propyl-2,3,6,7-tetrahydro-1H-azepine-2-carboxylic acid

: 941585-96-2
methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-α-thiolincosaminide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1038/ja.2017.114

Reference yield:

: 1803-71-0
3-propyl-3-buten-1-ol

: 941585-96-2
methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-α-thiolincosaminide

Guidance literature:: Multi-step reaction with 4 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 21 h / 0 °C

2: dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) / dichloromethane / 1 h / Heating / reflux

3: lithium hydroxide; water / 1,4-dioxane / 4 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C

With lithium hydroxide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; diethylazodicarboxylate; dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III); In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 794514-81-1
(S)-methyl 2-(2-nitrophenylsulfonamido)pent-4-enoate

: 941585-96-2
methyl 6-N-((2′S)-1′-N-(2′′-nitrophenylsulfonyl)-5′-n-propyl-2′,3′,6′,7′-tetrahydro-1H-azepine-2′-carbonyl)-α-thiolincosaminide

Guidance literature:: Multi-step reaction with 4 steps

1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 21 h / 0 °C

2: dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) / dichloromethane / 1 h / Heating / reflux

3: lithium hydroxide; water / 1,4-dioxane / 4 h / 20 °C

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 0.33 h / 20 °C

With lithium hydroxide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triphenylphosphine; diethylazodicarboxylate; dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III); In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;