<1S-(1R,2S,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide

Base Information

Chemical Name:<1S-(1R*,2S*,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide
CAS No.:135703-96-7
Molecular Formula:C₃₄H₅₄N₆O₈S₂
Molecular Weight:738.97
Hs Code.:

<1S-(1R*,2S*,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide

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Chemical Property of <1S-(1R*,2S*,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide

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Technology Process of <1S-(1R*,2S*,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide

There total 7 articles about <1S-(1R*,2S*,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide 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: 60.0%

: 135704-02-8,135760-14-4
(4-{(S)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-[(S)-3-(4-methoxy-phenyl)-2-(morpholine-4-sulfonylamino)-propionylamino]-ethyl}-thiazol-2-yl)-carbamic acid benzyl ester

: 135703-96-7,135760-06-4,135760-07-5
<1S-(1R*,2S*,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide

Guidance literature:: With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In methanol; for 6h; Ambient temperature;
DOI:10.1021/jm00092a006

Reference yield:

: 122621-77-6
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 135703-96-7,135760-06-4,135760-07-5
<1S-(1R*,2S*,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide

Guidance literature:: Multi-step reaction with 4 steps

1: 73 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

2: 7.3 g / HCl (gas) / CH₂Cl₂; methanol / Ambient temperature

3: 44 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

4: 60 percent / H₂, p-TsOH / 20percent Pd/C / methanol / 6 h / Ambient temperature

With hydrogenchloride; hydrogen; benzotriazol-1-ol; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a006

Reference yield:

: 135704-30-2
(S)-3-(2-Amino-thiazol-4-yl)-2-tert-butoxycarbonylamino-propionic acid benzyl ester

: 135703-96-7,135760-06-4,135760-07-5
<1S-(1R*,2S*,3R*)>-O-methyl-N-(4-morpholinylsulfonyl)-L-tyrosyl-3-(2-amino-4-thiazolyl)-N-<1-(cyclohexylmethyl)-2,3-dihydroxy-5-methylhexyl>-L-alaninamide

Guidance literature:: Multi-step reaction with 6 steps

1: aq. sodium bicarbonate / tetrahydrofuran; CH₂Cl₂ / Ambient temperature

2: 80 percent / aq. KOH / ethanol / 4 h / Ambient temperature

3: 73 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

4: 7.3 g / HCl (gas) / CH₂Cl₂; methanol / Ambient temperature

5: 44 percent / N-hydroxybenzotriazole (HOBT), dicyclohexylcarbodiimide (DCC) / dimethylformamide / 0 - 20 °C

6: 60 percent / H₂, p-TsOH / 20percent Pd/C / methanol / 6 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00092a006