(1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

Base Information

Chemical Name:(1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol
CAS No.:220623-20-1
Molecular Formula:C₂₂H₃₄N₄O₅S
Molecular Weight:466.602
Hs Code.:

Synonyms:(1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

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Chemical Property of (1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

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Technology Process of (1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

There total 12 articles about (1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol 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:

: 103201-79-2,1820583-17-2
(3R,7aS)-3-phenyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

: 220623-20-1
(1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

Guidance literature:: Multi-step reaction with 10 steps

1: 1) KHMDS / 1) THF, toluene, -78 deg C, 30 min, 2) THF, toluene, -78 deg C -> 0 deg C, 1 h; 0 deg C, 3 h

2: tetrahydrofuran; toluene / Ambient temperature

3: 86 percent / 30 percent H₂O₂ / ethyl acetate / 0.33 h / 0 °C

4: 40 percent / dimethylsulfoxide / 30 h / Ambient temperature

5: 85 percent / NH₃(g) / methanol / 40.5 h / Ambient temperature

6: 8.74 g / LAH / tetrahydrofuran / 15 h / Heating

7: 11.5 g / DIEA / dimethylformamide / Ambient temperature

8: NaOH / acetone / 1.5 h / 0 °C

9: 2.57 g / ammonium formate / Pd-C / methanol / 0.5 h / Heating

10: CH₂Cl₂ / 0.5 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; ammonia; dihydrogen peroxide; ammonium formate; potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/jo9816109

Reference yield:

: 134107-65-6
(3R,7aS)-3-phenyl-3,7a-dihydro-1H-pyrrolo[1,2-c]oxazol-5-one

: 220623-20-1
(1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 40 percent / dimethylsulfoxide / 30 h / Ambient temperature

2: 85 percent / NH₃(g) / methanol / 40.5 h / Ambient temperature

3: 8.74 g / LAH / tetrahydrofuran / 15 h / Heating

4: 11.5 g / DIEA / dimethylformamide / Ambient temperature

5: NaOH / acetone / 1.5 h / 0 °C

6: 2.57 g / ammonium formate / Pd-C / methanol / 0.5 h / Heating

7: CH₂Cl₂ / 0.5 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; ammonia; ammonium formate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo9816109

Reference yield:

: 3-phenyl-5-trimethylsilanyloxy-7,7a-dihydro-1H-pyrrolo[1,2-c]oxazole

: 220623-20-1
(1S,2S,5R,6R)-3-aza-3-<(tert-butyl)oxycarbonyl>-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: tetrahydrofuran; toluene / Ambient temperature

2: 86 percent / 30 percent H₂O₂ / ethyl acetate / 0.33 h / 0 °C

3: 40 percent / dimethylsulfoxide / 30 h / Ambient temperature

4: 85 percent / NH₃(g) / methanol / 40.5 h / Ambient temperature

5: 8.74 g / LAH / tetrahydrofuran / 15 h / Heating

6: 11.5 g / DIEA / dimethylformamide / Ambient temperature

7: NaOH / acetone / 1.5 h / 0 °C

8: 2.57 g / ammonium formate / Pd-C / methanol / 0.5 h / Heating

9: CH₂Cl₂ / 0.5 h / Ambient temperature

With sodium hydroxide; lithium aluminium tetrahydride; ammonia; dihydrogen peroxide; ammonium formate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/jo9816109