(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride

Name: (S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride
Brand: ChemScene
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CAS No. 78183-55-8
Cat. No. CS-0041893
Purity≥96%
MDL No.MFCD05861484

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride|CS-0041893

Structure of 78183-55-8

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General Information

CAS No. 78183-55-8
Cat. No. CS-0041893
Purity ≥96%
MDL No. MFCD05861484
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₄ClNO₂
Molecular Weight None
Synonym(s) METHYL 1,2,3,4-TETRAHYDRO-ISOQUINOLINE-3(S)-CARBOXYLATE HYDROCHLORIDE
SMILES O=C([C@H]1NCC2=C(C=CC=C2)C1)OC.[H]Cl

Description

(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride is a chiral building block featuring a stereodefined tetrahydroisoquinoline core. This bench-stable salt form enhances solubility and handling in synthetic workflows. The carboxylate ester enables direct functionalization or reduction to the corresponding amine. Its defined stereochemistry supports asymmetric synthesis of bioactive alkaloids and pharmaceutical intermediates.

Application

(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride serves as a chiral building block for the synthesis of bioactive isoquinoline derivatives. Its well-defined stereochemistry and stable carbamate-like functionality enable reliable incorporation into medicinal chemistry campaigns. The hydrochloride salt enhances solubility and handling stability, facilitating purification and scalability in multi-step syntheses. It functions effectively in coupling reactions, asymmetric transformations, and heterocycle elaboration protocols common in API development.

Synthesis

Route1
- 67-56-1
- 74163-81-8
- ~99%
- In-stock
  
  78183-55-8
References
- Jansa, Petr; Wsol, Vladimir; Bertolasi, Valerio; Machacek, Vladimir Heterocycles, 2006 , vol. 68, # 12 p. 2527 - 2547
Route2
- 67-56-1
- 77497-95-1
- ~82%
- In-stock
  
  78183-55-8
References
- Simpson, Mark G.; Pittelkow, Michael; Watson, Stephen P.; Sanders, Jeremy K. M. Organic and Biomolecular Chemistry, 2010 , vol. 8, # 5 p. 1181 - 1187
Route3
- 77497-96-2
- ~%
- In-stock
  
  78183-55-8
References
- Mannekens, Els; Crisma, Marco; Van Cauwenberghe, Sylvia; Tourwe, Dirk European Journal of Organic Chemistry, 2003 , # 17 p. 3300 - 3307

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 38.33
LogP 1.2957
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic heterocycle compounds Tetrahydroisoquinoline compounds

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(S)-Methyl 1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride

CAS No. 78183-55-8

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