(6R,6aR,7R,13S,14R,16R,20R)-5-(Acetyloxy)-20-amino-6,6a,7,13,14,16-hexahydro-9-methoxy-8-(methoxymethoxy)-4,10,23-trimethyl-19-oxo-6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-14-carbonitrile

Name: (6R,6aR,7R,13S,14R,16R,20R)-5-(Acetyloxy)-20-amino-6,6a,7,13,14,16-hexahydro-9-methoxy-8-(methoxymethoxy)-4,10,23-trimethyl-19-oxo-6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-14-carbonitrile
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CAS No. 182201-71-4
Cat. No. CS-0063051
Purity≥98%
MDL No.None

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(6R,6aR,7R,13S,14R,16R,20R)-5-(Acetyloxy)-20-amino-6,6a,7,13,14,16-hexahydro-9-methoxy-8-(methoxymethoxy)-4,10,23-trimethyl-19-oxo-6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-14-carbonitrile|CS-0063051

Structure of 182201-71-4

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General Information

CAS No. 182201-71-4
Cat. No. CS-0063051
Purity ≥98%
MDL No. None
Storage -20°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₃H₃₈N₄O₉S
Molecular Weight 666.74
Synonym(s) None
SMILES CC1=C(OCO2)C2=C([C@H](CO3)N4[C@]([C@@H]5SC[C@H](N)C3=O)([H])[C@@H]6N(C)[C@@H](CC7=CC(C)=C(OC)C(OCOC)=C76)[C@@H]4C#N)C5=C1OC(C)=O

Description

This complex tetracyclic scaffold integrates a unique epithioether bridge and multiple protected functional groups, enabling precise late-stage modifications in macrocyclic drug discovery. The acetyloxy and methoxymethoxy moieties enhance solubility and metabolic stability, while the amino and nitrile termini provide strategic handles for conjugation.

Application

This complex tetracyclic scaffold serves as a versatile building block for advanced synthetic studies, featuring multiple functional groups including a terminal nitrile, protected amine, and orthogonal ether functionalities. Its bench-stable structure enables reliable use in multi-step synthesis, facilitating late-stage diversification through selective transformations. The molecule's defined stereochemistry supports consistent reactivity in target-oriented synthesis workflows.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 155.04
LogP 2.83602
H_Acceptors 14
H_Donors 1
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Ether

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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(6R,6aR,7R,13S,14R,16R,20R)-5-(Acetyloxy)-20-amino-6,6a,7,13,14,16-hexahydro-9-methoxy-8-(methoxymethoxy)-4,10,23-trimethyl-19-oxo-6,16-(epithiopropanoxymethano)-7,13-imino-12H-1,3-dioxolo[7,8]isoquino[3,2-b][3]benzazocine-14-carbonitrile

CAS No. 182201-71-4

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