(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

Base Information

• Chemical Name: (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
• CAS No.: 102410-76-4
• Molecular Formula: C₃₇H₄₆N₆O₈
• Molecular Weight: 702.808

Synonyms:(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

Chemical Property of (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

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Technology Process of (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

There total 3 articles about (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 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: 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

Reference yield:

Fmoc-Thr(Boc-MePhe-4Kps-Phg-)-D-Abu-Pro-OBut (102410-73-1) → (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:

Multi-step reaction with 3 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.

3: 100 percent / Et₂NH / CH₂Cl₂ / 3 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; dmap; diethylamine; 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)-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:

Multi-step reaction with 2 steps

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

2: 100 percent / Et₂NH / CH₂Cl₂ / 3 h / Ambient temperature

With 4-methyl-morpholine; dmap; diethylamine; In dichloromethane;

DOI:10.1002/jlac.198619860102

upstream raw materials:

((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

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

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

Downstream raw materials:

Virginiamycin S₁

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