(Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid

Base Information

Chemical Name:(Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid
CAS No.:1330632-58-0
Molecular Formula:C₄₂H₄₈N₆O₉S
Molecular Weight:812.944
Hs Code.:

(Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid

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Chemical Property of (Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid

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Technology Process of (Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid

There total 12 articles about (Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid 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: 4.0%

: 1330632-81-9
(Z)-allyl 2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoate

: 1330632-58-0
(Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; Darkness;
DOI:10.1021/ja206017p

Reference yield:

: H-Asn(Trt)-Thr-OAllyl

: 1330632-58-0
(Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 0.25 h / 0 - 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: diethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 44 h / 0 - 20 °C / Inert atmosphere

5.1: triethylamine / 1,2-dichloro-ethane / 42 h / 20 - 45 °C / Inert atmosphere

6.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane / dichloromethane / 2 h / 20 °C / Inert atmosphere; Darkness

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; diethylamine; triethylamine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja206017p

Reference yield:

: 1330632-74-0
(5S,8S,11S)-allyl 1-(9H-fluoren-9-yl)-5,11-bis((R)-1-hydroxyethyl)-3,6,9-trioxo-8-(2-oxo-2-(tritylamino)ethyl)-2-oxa-4,7,10-triazadodecan-12-oate

: 1330632-58-0
(Z)-2-((S)-2-((Z)-2-((3S,6R)-6-((tert-butoxycarbonyl)amino)-5-oxo-1,4-thiazepane-3-carboxamido)but-2-enamido)-4-oxo-4-(tritylamino)butanamido)but-2-enoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethylamine / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.2: 18 h / 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 44 h / 0 - 20 °C / Inert atmosphere

4.1: triethylamine / 1,2-dichloro-ethane / 42 h / 20 - 45 °C / Inert atmosphere

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane / dichloromethane / 2 h / 20 °C / Inert atmosphere; Darkness

With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; phenylsilane; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; diethylamine; triethylamine; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ja206017p