tert-Butyl 6-hydroxyindoline-1-carboxylate

Name: tert-Butyl 6-hydroxyindoline-1-carboxylate
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CAS No. 957204-30-7
Cat. No. CS-W006168
Molecule weight235.28
Purity≥98%
MDL No.MFCD11045243

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tert-Butyl 6-hydroxyindoline-1-carboxylate|CS-W006168

Structure of 957204-30-7

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General Information

CAS No. 957204-30-7
Cat. No. CS-W006168
Purity ≥98%
MDL No. MFCD11045243
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇NO₃
Molecular Weight 235.28
Synonym(s) 2-Methyl-2-propanyl 6-hydroxy-1-indolinecarboxylate
SMILES O=C(N1CCC2=C1C=C(O)C=C2)OC(C)(C)C

Description

tert-Butyl 6-hydroxyindoline-1-carboxylate features a bench-stable hydroxylated indoline scaffold with a protected carboxylic acid, enabling direct incorporation into complex heterocyclic architectures. The pendant hydroxyl group facilitates downstream functionalization via oxidation or coupling reactions, while the tert-butyl ester ensures compatibility with standard deprotection protocols under mild acidic conditions.

Application

tert-Butyl 6-hydroxyindoline-1-carboxylate serves as a versatile scaffold for the synthesis of indoline-based pharmaceutical intermediates. The hydroxyl group enables selective derivatization via esterification, etherification, or oxidation to ketone, while the tert-butyl carbamate offers protection for amine functionality during multistep sequences. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient access to complex heterocyclic architectures in medicinal chemistry workflows.

Synthesis

Route1
- 933474-39-6
- ~%
- In-stock
  
  957204-30-7
References
- Daiichi Sankyo Company, Limited Patent: EP2017263 A1, 2009 ; Location in patent: Page/Page column 69 ; EP 2017263 A1

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 49.77
LogP 2.6898
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Phenol

Building Blocks Skeleton Aromatic heterocycle compounds Indolin compounds

Key Words

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tert-Butyl 6-hydroxyindoline-1-carboxylate

CAS No. 957204-30-7

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