(3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

Base Information

Chemical Name:(3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone
CAS No.:185448-55-9
Molecular Formula:C₄₃H₅₉N₅O₁₀
Molecular Weight:805.969
Hs Code.:

(3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

Synonyms:(3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

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Chemical Property of (3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

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Technology Process of (3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

There total 21 articles about (3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone 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: 88.0%

: 185448-54-8
{3-[(2S,5S,8S,11S,14S,17R)-5-(4-Benzyloxy-benzyl)-17-(1H-indol-3-ylmethyl)-8,11,14-triisopropyl-4,10,16-trimethyl-3,6,9,12,15,18-hexaoxo-1,7,13-trioxa-4,10,16-triaza-cyclooctadec-2-yl]-propyl}-carbamic acid benzyl ester

: 185448-55-9
(3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

Guidance literature:: With hydrogen; palladium dihydroxide; In methanol; acetic acid; for 0.666667h;
DOI:10.1021/jo9616062

Reference yield:

: 17407-55-5
(S)-2-Hydroxy-3-methylbutanoic acid

: 185448-55-9
(3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

Guidance literature:: Multi-step reaction with 10 steps

1: 40 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, N,N-dimethyl-4-aminopyridine / pyridine / 36 h / 25 °C

2: 61 percent / diisopropylethylamine, N,N-dimethyl-4-aminopyridine / pyridine / 36 h / 25 °C

3: 100 percent / CF₃COOH / CH₂Cl₂ / 24 h / Ambient temperature

4: 84 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 6 h / 0 °C

5: 100 percent / Bu₄NF / tetrahydrofuran / Ambient temperature

6: 26 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 20 h / 0 - 20 °C

7: 100 percent / Bu₄NF / dimethylformamide; tetrahydrofuran / 0.25 h

8: 100 percent / HCl / ethyl acetate / 1.) -40 deg C, 25 min, 2.) -40 deg C to room temp., 5 min

9: 64 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 96 h / Ambient temperature

10: 88 percent / H₂ / Pd(OH)2 / methanol; acetic acid / 0.67 h

With hydrogenchloride; dmap; tetrabutyl ammonium fluoride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo9616062

Reference yield:

: 185448-87-7
(S)-2-Hydroxy-3-methyl-butyric acid 2-trimethylsilanyl-ethyl ester

: 185448-55-9
(3S,6S,9R,12S,15S,18S)-6-(3-Amino-propyl)-3-(4-hydroxy-benzyl)-9-(1H-indol-3-ylmethyl)-12,15,18-triisopropyl-4,10,16-trimethyl-1,7,13-trioxa-4,10,16-triaza-cyclooctadecane-2,5,8,11,14,17-hexaone

Guidance literature:: Multi-step reaction with 9 steps

1: 61 percent / diisopropylethylamine, N,N-dimethyl-4-aminopyridine / pyridine / 36 h / 25 °C

2: 100 percent / CF₃COOH / CH₂Cl₂ / 24 h / Ambient temperature

3: 84 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 6 h / 0 °C

4: 100 percent / Bu₄NF / tetrahydrofuran / Ambient temperature

5: 26 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 20 h / 0 - 20 °C

6: 100 percent / Bu₄NF / dimethylformamide; tetrahydrofuran / 0.25 h

7: 100 percent / HCl / ethyl acetate / 1.) -40 deg C, 25 min, 2.) -40 deg C to room temp., 5 min

8: 64 percent / bromotris(pyrrolidino)phosphonium hexafluorophosphate, diisopropylethylamine / CH₂Cl₂ / 96 h / Ambient temperature

9: 88 percent / H₂ / Pd(OH)2 / methanol; acetic acid / 0.67 h

With hydrogenchloride; dmap; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo9616062