(1S,2S,5R,6R)-3-aza-3-benzyl-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-benzyl-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol
CAS No.:220623-18-7
Molecular Formula:C₂₄H₃₂N₄O₃S
Molecular Weight:456.609
Hs Code.:

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

There total 9 articles about (1S,2S,5R,6R)-3-aza-3-benzyl-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:

: 773-64-8
2-mesitylenesulphonyl chloride

: N-((1S,2S,5R,6R)-3-Benzyl-2-hydroxymethyl-3-aza-bicyclo[3.1.0]hex-6-ylmethyl)-guanidine; hydrochloride

: 220623-18-7
(1S,2S,5R,6R)-3-aza-3-benzyl-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

Guidance literature:: With sodium hydroxide; In acetone; at 0 ℃; for 1.5h; Yield given;
DOI:10.1021/jo9816109

Reference yield:

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

: 220623-18-7
(1S,2S,5R,6R)-3-aza-3-benzyl-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

Guidance literature:: Multi-step reaction with 5 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

With sodium hydroxide; lithium aluminium tetrahydride; ammonia; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo9816109

Reference yield:

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

: 220623-18-7
(1S,2S,5R,6R)-3-aza-3-benzyl-6-(((imino(((2,4,6-trimethylphenyl)sulfonyl)amino)methyl)amino)methyl)bicyclo<3.1.0>hexyl-2-methanol

Guidance literature:: Multi-step reaction with 8 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

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