di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate

Base Information

Chemical Name:di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate
CAS No.:1377615-90-1
Molecular Formula:C₃₁H₄₃FN₄O₆S₂
Molecular Weight:650.836
Hs Code.:

di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate

Synonyms:di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate

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Chemical Property of di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate

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Technology Process of di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate

There total 7 articles about di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate 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: 16.5%

: di-tert-butyl (1S,2R,3S,4R,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-methylsulfonyloxybicyclo[3.1.0]hexane-2,6-dicarboxylate

: 3179-31-5
1H-[1,2,4]triazole-3-thiol

: 1377615-90-1
di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; caesium carbonate; In N,N-dimethyl-formamide; at 40 ℃; for 72h;

Reference yield:

: 1377615-79-6
di-tert-butyl (1S,2R,5R,6R)-2-(tert-butoxycarbonylamino)-3-(dimethylaminomethylene)-4-oxo-bicyclo[3.1.0]hexane-2,6-dicarboxylate

: 1377615-90-1
di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; diisobutylaluminium hydride / hexane; tetrahydrofuran / 3.25 h / -47 °C / Inert atmosphere

1.2: -47 - 20 °C

2.1: triethylamine / diethyl ether / 0.25 h / 40 °C / Inert atmosphere

3.1: dimethylsulfide borane complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / diethyl ether; tetrahydrofuran / -10 °C / Inert atmosphere

4.1: pyridine / 19 h / 0 - 40 °C

5.1: caesium carbonate; sodium tris(acetoxy)borohydride / N,N-dimethyl-formamide / 72 h / 40 °C

With pyridine; dimethylsulfide borane complex; sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; caesium carbonate; triethylamine; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;

Reference yield:

: 1377615-80-9
di-tert-butyl (1S,2R,5R,6R)-2-(tert-butoxycarbonylamino)-3-methylene-4-oxo-bicyclo[3.1.0]hexane-2,6-dicarboxylate

: 1377615-90-1
di-tert-butyl (1R,2R,3R,4S,5R,6R)-2-(tert-butoxycarbonylamino)-3-[(4-fluoro-3-methyl-phenyl)sulfanylmethyl]-4-(1H-1,2,4-triazol-3-ylsulfanyl)bicyclo[3.1.0]hexane-2,6-dicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / diethyl ether / 0.25 h / 40 °C / Inert atmosphere

2: dimethylsulfide borane complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / diethyl ether; tetrahydrofuran / -10 °C / Inert atmosphere

3: pyridine / 19 h / 0 - 40 °C

4: caesium carbonate; sodium tris(acetoxy)borohydride / N,N-dimethyl-formamide / 72 h / 40 °C

With pyridine; dimethylsulfide borane complex; sodium tris(acetoxy)borohydride; caesium carbonate; triethylamine; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;