2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide

Base Information

Chemical Name:2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide
CAS No.:134362-77-9
Molecular Formula:C₁₉H₃₁N₃O₃S
Molecular Weight:381.539
Hs Code.:

Synonyms:2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide

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Chemical Property of 2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide

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Technology Process of 2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide

There total 5 articles about 2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide 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: 98.0%

: 134362-80-4
[1-(R)-(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3(S)-dihydroxy-propylcarbamoyl)-thiazol-4-yl-ethyl]-carbamic acid tert-butyl ester

: 134362-77-9
2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.bmcl.2005.04.049

Reference yield:

: 134362-04-2
(1S,2R,3S)-3-amino-4-cyclohexyl-1-cyclopropyl-butane-1,2-diol

: 134362-77-9
2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / triethylamine; PyBOP / dimethylformamide / 8 h / 20 °C

2: 98 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.04.049

Reference yield:

: 861807-51-4
(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R)-hydroxy-3-oxo-propyl)carbamic acid ethyl ester

: 134362-77-9
2-(R)-amino-N-[(1-(S)-cyclohexylmethyl-3-cyclopropyl-2-(R),3-(S)-dihydroxypropyl)amino]-3-thiazol-4-yl-propionamide

Guidance literature:: Multi-step reaction with 4 steps

1: sodium triacetoxyborohydride / heptane; acetonitrile / 4 h / 20 - 24 °C

2: 1.09 g / aq. KOH / methanol / 18 h / Heating

3: 77 percent / triethylamine; PyBOP / dimethylformamide / 8 h / 20 °C

4: 98 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

With potassium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; sodium tris(acetoxy)borohydride; triethylamine; trifluoroacetic acid; In methanol; n-heptane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2005.04.049