N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide

Base Information

• Chemical Name: N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide
• CAS No.: 138483-73-5
• Molecular Formula: C₄₅H₆₂N₄O₉
• Molecular Weight: 803.009
• Mol file: 138483-73-5.mol

Synonyms:N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide

Chemical Property of N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide

There total 19 articles about N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide 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: 99.0%

N-(2-chlorethyl)morpholine (3240-94-6) + N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-(4-hydroxyphenyl)-2(R)-<(4-hydroxyphenyl)methyl>hexanamide (126410-13-7) → N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide (138483-73-5)

Guidance literature:

With caesium carbonate; In 1,4-dioxane; at 80 ℃; for 4h;

DOI:10.1021/jm00088a003

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide (138483-73-5)

Guidance literature:

Multi-step reaction with 11 steps

1: CH₂Cl₂ / 18 h / Ambient temperature

2: 13.2 g / monoperoxyphthalic acid magnesium salt hexahydrate / methanol / 48 h

3: 55 percent / Na, ethanol

4: Na / ethanol / 2.55 h / 50 °C

5: 1.) 1M LiOH / 1.) DME, 12 h, 2.) toluene, reflux, 18 h

6: 100 percent / aq. LiOH / 1,2-dimethoxy-ethane / 3 h

7: 100 percent / imidazole / dimethylformamide / 0.07 h

8: 1-hydroxybenzotriazole hydrate, dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, N-methylmorpholine / dimethylformamide / 17 h

9: tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h

10: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 96 h

11: 99 percent / Cs₂CO₃ / dioxane / 4 h / 80 °C

With 4-methyl-morpholine; 1H-imidazole; lithium hydroxide; ethanol; dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride; tetrabutyl ammonium fluoride; hydrogen; sodium; caesium carbonate; 1-hydroxybenzotriazol-hydrate; Monoperoxyphthalic acid, magnesium salt; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00088a003

Reference yield:

(+/-)-cis-1-amino-indan-2-ol (7480-35-5,13286-59-4,74165-73-4,126456-43-7,136030-00-7,140632-19-5,140632-20-8) → N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-<4-<2-(4-morpholinyl)ethoxy>phenyl>-2(R)-<<4-<2-(4-morpholinyl)ethoxy>phenyl>methyl>hexanamide (138483-73-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 97 percent / 1-hydroxybenzotriazole hydrate, dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, triethylamine / dimethylformamide / 16 h

2: 40 percent / trifluoroacetic acid / CHCl₃ / 2.5 h

3: 93 percent / 20percent aq. NaOH / ethanol / 16 h / Heating

4: 1-hydroxybenzotriazole hydrate, dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, N-methylmorpholine / dimethylformamide / 17 h

5: tetra-n-butylammonium fluoride / tetrahydrofuran / 20 h

6: 100 percent / H₂ / 10percent Pd/C / tetrahydrofuran; methanol / 96 h

7: 99 percent / Cs₂CO₃ / dioxane / 4 h / 80 °C

With 4-methyl-morpholine; sodium hydroxide; dimethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride; tetrabutyl ammonium fluoride; hydrogen; caesium carbonate; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1021/jm00088a003

upstream raw materials:

N-(2-chlorethyl)morpholine

N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-(4-hydroxyphenyl)-2(R)-<(4-hydroxyphenyl)methyl>hexanamide

di-tert-butyl dicarbonate

(+/-)-cis-1-amino-indan-2-ol