((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.0^6,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: ((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.0^6,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 102410-75-3
• Molecular Formula: C₅₂H₅₆N₆O₁₀
• Molecular Weight: 925.051

Synonyms:((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.0^6,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property of ((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.0^6,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of ((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.0^6,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 2 articles about ((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.0^6,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl 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:

Fmoc-Thr(Boc-MePhe-4Kps-Phg-)-D-Abu-Pro-OBut (102410-73-1) → ((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.06,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester (102410-75-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 7 N HCl / CH₂Cl₂; dioxane / 4 h / 4 °C

2: 1) NMM, 2) EDCI, DMAP / 1) CH₂Cl₂, 3 min, 2) CH₂Cl₂, 3 d, -2 deg C, 3 d, room temp.

With 4-methyl-morpholine; hydrogenchloride; dmap; In 1,4-dioxane; dichloromethane;

DOI:10.1002/jlac.198619860102

Reference yield:

Fmoc-Thr(H-MePhe-4Kps-Phg-)-D-Abu-Pro-OH*HCl (102410-74-2) → ((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.06,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester (102410-75-3)

Guidance literature:

With 4-methyl-morpholine; dmap; Yield given. Multistep reaction; 1) CH₂Cl₂, 3 min, 2) CH₂Cl₂, 3 d, -2 deg C, 3 d, room temp.;

DOI:10.1002/jlac.198619860102

Reference yield: 100.0%

((3S,6S,15S,16R,19S,22S)-3-Benzyl-12-ethyl-4,16-dimethyl-2,5,11,14,18,21,24-heptaoxo-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.06,10]hexacos-15-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester (102410-75-3) → (3S,6S,15S,16R,19S,22S)-15-Amino-3-benzyl-12-ethyl-4,16-dimethyl-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.06,10]hexacosane-2,5,11,14,18,21,24-heptaone (102410-76-4)

Guidance literature:

With diethylamine; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1002/jlac.198619860102

upstream raw materials:

Fmoc-Thr(H-MePhe-4Kps-Phg-)-D-Abu-Pro-OH*HCl

Fmoc-Thr(Boc-MePhe-4Kps-Phg-)-D-Abu-Pro-OBu^t

Downstream raw materials:

(3S,6S,15S,16R,19S,22S)-15-Amino-3-benzyl-12-ethyl-4,16-dimethyl-19-phenyl-17-oxa-1,4,10,13,20-pentaaza-tricyclo[20.4.0.0^6,10]hexacosane-2,5,11,14,18,21,24-heptaone

Virginiamycin S₁

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