N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

Base Information

Chemical Name:N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine
CAS No.:150544-95-9
Molecular Formula:C₂₆H₄₃N₃O₅S
Molecular Weight:509.711
Hs Code.:

N-<N-(tert-butyloxycarbonyl)-S-methyl-L-cysteinyl>-(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

Synonyms:N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

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Technology Process of N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

There total 3 articles about N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine 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: 56.5%

: 16947-80-1
N-(tert-butoxycarbonyl)-S-methyl-L-cysteine

: 150577-70-1
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexane

: 150544-95-9
N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

Guidance literature:: With N-ethylmorpholine;; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jm00071a009

Reference yield:

: (4S,5R)-3-(tert-butyloxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-<(1S)-3-(2-pyridyl)-1-hydroxypropyl>oxazolidine

: 150544-95-9
N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) TFA, 2.) aq. TFA / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, RT, 3 h

2: 56.5 percent / HOBt*H₂O, HBTU, N-ethylmorpholine / dimethylformamide / 24 h / Ambient temperature

With N-ethylmorpholine;; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm00071a009

Reference yield:

: (4S,5R,1'RS)-3-(tert-butyloxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyl-5-(1,2-epoxyethyl)oxazolidine

: 150544-95-9
N--(2S,3R,4S)-1-cyclohexyl-3,4-dihydroxy-6-(2-pyridyl)hexan-2-amine

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) n-butyllithium / 1.) THF, hexane, from -78 deg C to RT, 1 h, 2.) THF, hexane, from -78 deg C to RT, 5 h

2: 1.) TFA, 2.) aq. TFA / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, RT, 3 h

3: 56.5 percent / HOBt*H₂O, HBTU, N-ethylmorpholine / dimethylformamide / 24 h / Ambient temperature

With N-ethylmorpholine;; n-butyllithium; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; trifluoroacetic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jm00071a009