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(1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid

CAS 291775-59-2C12H19NO4Chemical Synthesis

(1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid (CAS: 291775-59-2) is a chiral heterocyclic compound with the molecular formula C12H19NO4 and a molecular weight of 241.28 g/mol. This unnatural amino acid derivative serves as a valuable building block in asymmetric synthesis and peptide chemistry. It is characterised by its specific stereochemistry, making it useful for constructing complex chiral molecules and peptidomimetics in research and development.

Synonyms
291775-59-2C12H19NO4
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(1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid (C12H19NO4) — chemical structure, CAS 291775-59-2; Chemistry, fine chemical supplied by Tech Serve Solutions
Asymmetric SynthesisChemical BiologyChemical SynthesisChiral Building BlocksHeterocyclic Building BlocksOthersPeptide ChemistryPiperidines
01 /Applications

Chiral Building Block

Utilised in the synthesis of enantiomerically pure compounds, particularly in the development of novel pharmaceuticals and agrochemicals. Its bicyclic structure and defined stereocentres are ideal for introducing specific three-dimensional arrangements into target molecules.

Peptide Chemistry

Incorporated into peptides to create peptidomimetics with modified properties, such as enhanced stability or altered biological activity. Serves as a non-natural amino acid surrogate in solid-phase peptide synthesis (SPPS) and solution-phase methodologies.

Asymmetric Synthesis

A key intermediate in stereoselective transformations, enabling the efficient construction of complex chiral architectures. Its unique bicyclic framework can influence the stereochemical outcome of reactions.

Chemical Biology Research

Employed in the design and synthesis of probes or modified biomolecules for studying biological processes at a molecular level. Its unnatural structure allows for the investigation of protein-ligand interactions.

02 /Properties
Molecular weight241.28
Empirical formulaC12H19NO4
Assay97%
Optical activity[α]22/D -170±10°, c = 1 in chloroform
Melting point147-152 °C
03 /Safety & handling
GHS hazard pictogram: Harmful / irritant (GHS07)
Harmful / irritant
GHS hazard pictogram: Health hazard (GHS08)
Health hazard
GHS hazard pictogram: Environmental hazard (GHS09)
Environmental hazard
Danger

Hazard statements

  • H315Causes skin irritation
  • H319Causes serious eye irritation
  • H335May cause respiratory irritation
  • H360May damage fertility or the unborn child
  • H400Very toxic to aquatic life

Precautionary statements

  • P201Obtain special instructions before use
  • P261Avoid breathing dust, fume, gas or vapours
  • P273Avoid release to the environment
  • P305IF IN EYES
  • P308IF exposed or concerned
Protective equipmentEyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Transport (UN / ADR)UN 3077 9 / PGIII
Water hazard class (WGK, DE)3
Hazard codes (EU)Xi,N
Risk statements (R)61-36/37/38
Safety statements (S)26-61

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry
CAS number
291775-59-2
MDL number
MFCD11099876
05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid used for?

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(1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid is primarily used as a chiral building block in asymmetric synthesis and peptide chemistry for the construction of complex chiral molecules and peptidomimetics in research and development.

What is the CAS number and formula for this compound?

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The CAS number is 291775-59-2 and the empirical formula is C12H19NO4.

What grade and purity does Tech Serve Solutions supply?

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Tech Serve Solutions supplies this product with a minimum assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeial grade unless explicitly stated in the product specifications.

How should this chemical be handled safely?

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This compound is classified as a Danger and may cause skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). It is also suspected of damaging fertility or the unborn child (H360) and is very toxic to aquatic life with long-lasting effects (H400). Appropriate personal protective equipment, including eyeshields and gloves, should be worn, and handling should occur in a well-ventilated area or fume hood. Refer to the Safety Data Sheet (SDS) for comprehensive handling guidelines.

How is this chemical packed and shipped?

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This chemical is shipped as an UN 3077, Environmentally hazardous substance, solid, n.o.s. (291775-59-2), Class 9, Packing Group III. Packing and shipping comply with relevant international regulations for hazardous materials.

How can I request a sample or quote?

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To request a sample or a quotation, please contact our sales team through the TSS website or by calling our office. Please reference the product name and CAS number (291775-59-2).

Need (1R,3S,4S)-N-Boc-2-azabicyclo[2.2.1]heptane-3-carboxylic acid in a specific grade or volume?