[(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester

Base Information

Chemical Name:[(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester
CAS No.:777939-72-7
Molecular Formula:C₄₃H₆₁N₃O₉
Molecular Weight:763.972
Hs Code.:

[(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester

Synonyms:[(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester

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Chemical Property of [(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester

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Technology Process of [(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester

There total 14 articles about [(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester 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: 77.0%

: 777939-71-6
(2R,1'S,2'S)-2-(2'-carboxybenzylamino-cyclohexyl)oxy-3-phenyl-propionic acid

: 357922-53-3
{(1S,2S)-2-[2-((1S,2S)-2-Azido-cyclohexyloxy)-acetylamino]-cyclohexyloxy}-acetic acid tert-butyl ester

: 777939-72-7
[(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester

Guidance literature:: {(1S,2S)-2-[2-((1S,2S)-2-Azido-cyclohexyloxy)-acetylamino]-cyclohexyloxy}-acetic acid tert-butyl ester; With hydrogen; palladium on activated charcoal; In methanol;

(2R,1'S,2'S)-2-(2'-carboxybenzylamino-cyclohexyl)oxy-3-phenyl-propionic acid; With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/ol048861q

Reference yield:

: 931-15-7,931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5
(1S,2S)-trans-2-aminocyclohexanol

: 777939-72-7
[(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: NEt₃ / CH₂Cl₂ / 0.5 h

2.1: KOtBu / tetrahydrofuran / 0.75 h / 0 °C

3.1: 77 percent / nBuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

4.1: 31 percent / HMDS; nBuLi / tetrahydrofuran; hexane / 18 h / -78 - 0 °C

5.1: 67 percent / LiOH; H₂O₂ / H₂O; tetrahydrofuran / 1.5 h / -18 - 0 °C

6.1: H₂ / 5 percent Pd/C / methanol

6.2: 77 percent / HOBt; NEt₃; EDC / CH₂Cl₂ / 20 °C

With lithium hydroxide; n-butyllithium; potassium tert-butylate; hydrogen; dihydrogen peroxide; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/ol048861q

Reference yield:

: 286-20-4
cyclohexene oxide

: 777939-72-7
[(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: (R,R)-Salen-CrN₃ / diethyl ether; propan-2-ol / 36 h / 4 °C

1.2: TFA / methanol / 1 h / 20 °C

1.3: 95 percent / tetrabutylammonium bromide; aq. NaOH / toluene / 18 h / 20 °C

2.1: TFA / CH₂Cl₂ / 1.5 h / 20 °C

2.2: DIEA / dimethylformamide / 1 h / 0 °C

3.1: 70 percent / DIEA / dimethylformamide / 6 h / 0 - 20 °C

4.1: H₂ / 5 percent Pd/C / methanol

4.2: 77 percent / HOBt; NEt₃; EDC / CH₂Cl₂ / 20 °C

With (R,R)-Salen-CrN₃; hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ol048861q