beistein ok
Reaction 1 of 6
Reaction ID 1712689
Reactant BRN 5177565 diphenylmethyl 7$a-benzoylamino-3-methylene-1-oxacepham-4$a-carboxylate
1237091 benzeneselenenyl chloride
Product BRN 5200502 diphenylmethyl 7$a-benzoylamino-3$b-phenylseleno-3$a-chloromethyl-1-oxacepham-4$a-carboxylate
No. of Reaction Details 1
Reaction Classification Preparation
Yield 87 percent (BRN=5200502)
Solvent CH2Cl2
Time 1.5 hour(s)
Other Conditions Ambient temperature
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Reaction 2 of 6
Reaction ID 1898199
Reactant BRN 1730824 dimethyldisulfane
5177565 diphenylmethyl 7$a-benzoylamino-3-methylene-1-oxacepham-4$a-carboxylate
Product BRN 5188646 diphenylmethyl 7$a-benzoylamino-3$b-methylthio-3$a-chloromethyl-1-oxacepham-4$a-carboxylate
No. of Reaction Details 1
Reaction Classification Preparation
Reagent 1) Cl2
Other Conditions 1) CCl4, 20 min, 0 deg C, 2) CH2Cl2-EtOAc, 1-2 h, RT
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Note 1 Yield given. Multistep reaction
Ref. 1 5616394; Journal; Aoki, Tsutomu; Konoike, Toshiro; Itani, Hikaru; Tsuji, Teruji; Yoshioka, Mitsuru; Nagata, Wataru; TETRAB; Tetrahedron; EN; 39; 15; 1983; 2515-2526.
Reaction 3 of 6
Reaction ID 3008236
Reactant BRN 5177565 diphenylmethyl 7$a-benzoylamino-3-methylene-1-oxacepham-4$a-carboxylate
Product BRN 5121881 3-methylene-1-oxacepham methyl ester
No. of Reaction Details 1
Reaction Classification Preparation
Yield 90 percent (BRN=5121881)
Reagent AlCl3, anisole
Solvent CH2Cl2
nitromethane
Time 45 min
Temperature -20 C
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Reaction 4 of 6
Reaction ID 3017185
Reactant BRN 5200502 diphenylmethyl 7$a-benzoylamino-3$b-phenylseleno-3$a-chloromethyl-1-oxacepham-4$a-carboxylate
Product BRN 5177565 diphenylmethyl 7$a-benzoylamino-3-methylene-1-oxacepham-4$a-carboxylate
No. of Reaction Details 1
Reaction Classification Preparation
Yield 80 percent (BRN=5177565)
Reagent NaSMTZ
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Ref. 1 5616394; Journal; Aoki, Tsutomu; Konoike, Toshiro; Itani, Hikaru; Tsuji, Teruji; Yoshioka, Mitsuru; Nagata, Wataru; TETRAB; Tetrahedron; EN; 39; 15; 1983; 2515-2526.
Reaction 5 of 6
Reaction ID 3574089
Reactant BRN 639794 diphenyldisulfane
5177565 diphenylmethyl 7$a-benzoylamino-3-methylene-1-oxacepham-4$a-carboxylate
Product BRN 5200501 diphenylmethyl 7$a-benzoylamino-3$b-phenylthio-3$a-chloromethyl-1-oxacepham-4$a-carboxylate
No. of Reaction Details 1
Reaction Classification Preparation
Reagent 1) Cl2
Other Conditions 1) CCl4, 20 min, 0 deg C, 2) CH2Cl2-EtOAc, 1-2 h, 0 deg C
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Note 1 Yield given. Multistep reaction
Ref. 1 5616394; Journal; Aoki, Tsutomu; Konoike, Toshiro; Itani, Hikaru; Tsuji, Teruji; Yoshioka, Mitsuru; Nagata, Wataru; TETRAB; Tetrahedron; EN; 39; 15; 1983; 2515-2526.
Reaction 6 of 6
Reaction ID 3796994
Reactant BRN 5177565 diphenylmethyl 7$a-benzoylamino-3-methylene-1-oxacepham-4$a-carboxylate
774156 benzenesulfenyl chloride
Product BRN 5200501 diphenylmethyl 7$a-benzoylamino-3$b-phenylthio-3$a-chloromethyl-1-oxacepham-4$a-carboxylate
No. of Reaction Details 1
Reaction Classification Preparation
Yield 88 percent (BRN=5200501)
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