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N-Boc-trans-3-hydroxy-D-proline, also known as N-Boc-3-hydroxy-D-proline, is a chemical compound that is a derivative of the amino acid proline. It features a specific stereochemistry, the trans-3-hydroxy-D configuration, which is crucial for its reactivity and biological activity. The N-Boc (tert-butoxycarbonyl) group serves as a protecting group for the amine group in proline, enabling selective reactions at other functional groups. N-Boc-trans-3-hydroxy-D-proline is widely utilized in organic synthesis due to its unique structure and reactivity.

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  • (2R,3R)- 3-hydroxy-1,2-Pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester CAS No.:335280-19-8 pharmaceutical intermediates

    Cas No: 335280-19-8

  • USD $ 3.0-3.0 / Gram

  • 1 Gram

  • 10 Metric Ton/Month

  • Hebei yanxi chemical co.,LTD.
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  • 335280-19-8 Structure
  • Basic information

    1. Product Name: N-Boc-trans-3-hydroxy-D-proline
    2. Synonyms: N-Boc-trans-3-hydroxy-D-proline;(2R,3R)-3-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester;(2R,3R)-1-(tert-Butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid;Boc-trans-3-Hydroxy-D-proline
    3. CAS NO:335280-19-8
    4. Molecular Formula: C10H17NO5
    5. Molecular Weight: 231.24568
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 335280-19-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 390.9±42.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.312±0.06 g/cm3 (20 ºC 760 Torr)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 3.69±0.40(Predicted)
    10. CAS DataBase Reference: N-Boc-trans-3-hydroxy-D-proline(CAS DataBase Reference)
    11. NIST Chemistry Reference: N-Boc-trans-3-hydroxy-D-proline(335280-19-8)
    12. EPA Substance Registry System: N-Boc-trans-3-hydroxy-D-proline(335280-19-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 335280-19-8(Hazardous Substances Data)

335280-19-8 Usage

Uses

Used in Pharmaceutical Synthesis:
N-Boc-trans-3-hydroxy-D-proline is used as a building block in the synthesis of pharmaceuticals for its unique structure and reactivity. The protecting group allows for selective reactions, facilitating the creation of complex molecules with specific biological activities.
Used in Peptide Synthesis:
In peptide synthesis, N-Boc-trans-3-hydroxy-D-proline is used as a component to construct peptide sequences. The N-Boc group provides a means to control the reactivity of the amine group, which is essential for the stepwise assembly of peptides with precise sequences.
Used in Organic Synthesis:
N-Boc-trans-3-hydroxy-D-proline is utilized in various organic synthesis applications due to its unique stereochemistry and reactivity. N-Boc-trans-3-hydroxy-D-proline can be incorporated into a range of organic compounds, contributing to the development of new materials and molecules with specific properties.
Used in Research and Development:
In the field of research and development, N-Boc-trans-3-hydroxy-D-proline serves as a valuable tool for studying the effects of stereochemistry on molecular interactions and reactivity. It aids in understanding the fundamental principles of organic chemistry and contributes to the advancement of synthetic methodologies.

Check Digit Verification of cas no

The CAS Registry Mumber 335280-19-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,3,5,2,8 and 0 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 335280-19:
(8*3)+(7*3)+(6*5)+(5*2)+(4*8)+(3*0)+(2*1)+(1*9)=128
128 % 10 = 8
So 335280-19-8 is a valid CAS Registry Number.

335280-19-8Downstream Products

335280-19-8Relevant articles and documents

Modular Chemoenzymatic Synthesis of GE81112 B1 and Related Analogues Enables Elucidation of Its Key Pharmacophores

Zwick, Christian R.,Sosa, Max B.,Renata, Hans

, p. 1673 - 1679 (2021/01/25)

The GE81112 complex has garnered much interest due to its broad antimicrobial properties and unique ability to inhibit bacterial translation initiation. Herein we report the use of a chemoenzymatic strategy to complete the first total synthesis of GE81112 B1. By pairing iron and α-ketoglutarate dependent hydroxylases found in GE81112 biosynthesis with traditional synthetic methodology, we were able to access the natural product in 11 steps (longest linear sequence). Following this strategy, 10 GE81112 B1 analogues were synthesized, allowing for identification of its key pharmacophores. A key feature of our medicinal chemistry effort is the incorporation of additional biocatalytic hydroxylations in modular analogue synthesis to rapidly enable exploration of relevant chemical space.

PCSK9 ANTAGONIST COMPOUNDS

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Page/Page column 42; 43, (2021/06/26)

Disclosed are compounds of Formula (I), or a pharmaceutically acceptable salt thereof: (I) wherein A, A1, A2, R1, R2 and R3 are as defined herein, which compounds have properties for antagonizing PCSK9. Also described are pharmaceutical formulations comprising the compounds of Formula I or their salts, and methods of treating cardiovascular disease and conditions related to PCSK9 activity, e.g. atherosclerosis, hypercholesterolemia, coronary heart disease, metabolic syndrome, acute coronary syndrome, or related cardiovascular disease and cardiometabolic conditions.

PYRROLIDINE OREXIN RECEPTOR AGONISTS

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Page/Page column 40-41, (2020/08/28)

The present invention is directed to pyrrolidine compounds which are agonists of orexin receptors. The present invention is also directed to uses of the compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which orexin receptors are involved. The present invention is also directed to compositions comprising these compounds. The present invention is also directed to uses of these compositions in the potential prevention or treatment of such diseases in which orexin receptors are involved.

PCSK9 ANTAGONIST BICYCLO-COMPOUNDS

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Page/Page column 72; 74-75, (2020/01/11)

Disclosed are compounds of Formula I, or a salt thereof cyclic polypeptide of Formula I: Formula I where A, B, E, R4, and R8 are as defined herein, which compounds have properties for antagonizing PCSK9. Also described are pharmaceut

SULFONAMIDE COMPOUNDS HAVING TNAP INHIBITORY ACTIVITY

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Page/Page column 112; 205; 206, (2018/07/29)

The present invention relates to a compound or a pharmacologically acceptable salt thereof having excellent tissue non-specific alkaline phosphatase inhibitory activity. The present invention provides a compound represented by the formula (I) or a pharmacologically acceptable salt thereof.

CONFORMATIONALLY CONSTRAINED MACROCYCLIC COMPOUNDS

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Page/Page column 45, (2017/05/02)

Conformationally constrained macrocyclic compounds of formula (I), including substituents E with at least one ester moiety, G and Q, as defined in the description and the claims, and salts thereof, can be metabolized to compounds that have the property to

THERAPEUTIC COMPOUNDS AND METHODS OF USE THEREOF

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Page/Page column 171; 172, (2016/01/25)

The invention provides compounds having the general Formula (I); and pharmaceutically acceptable salts thereof; wherein the variables RA, RAA, subscript n, subscript q, ring A, X2, L, subscript m, X1, R1, R2, R3, R4, R5, D and E have the meaning as described herein, and compositions containing such compounds and methods for using such compounds and compositions.

DIFLUOROPYRROLIDINES AS OREXIN RECEPTOR MODULATORS

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Page/Page column 72, (2016/02/29)

The present application relates to certain difluoropyrrolidine compounds, pharmaceutical compositions containing them, and methods of using them, including methods for treating substance addiction, panic disorder, anxiety, post-traumatic stress disorder, pain, depression, seasonal affective disorder, an eating disorder, or hypertension.

Propargyloxyproline Regio- and Stereoisomers for Click-Conjugation of Peptides: Synthesis and Application in Linear and Cyclic Peptides

Northfield, Susan E.,Mountford, Simon J.,Wielens, Jerome,Liu, Mengjie,Zhang, Lei,Herzog, Herbert,Holliday, Nicholas D.,Scanlon, Martin J.,Parker, Michael W.,Chalmers, David K.,Thompson, Philip E.

, p. 1365 - 1372 (2015/09/15)

The use of the click reaction for the introduction of conjugate groups, such as affinity or fluorescent labels, to a peptide for the study of peptide biochemistry and pharmacology is widespread. However, the nature and location of substituted 1,2,3-triazoles in peptide sequences may markedly affect conformation or binding as compared with native sequences. We have examined the preparation and application of propargyloxyproline (Pop) residues as a precursor to such peptide conjugates. Pop residues are available in a range of regio- and stereoisomers from hydroxyproline precursors and are readily prepared in Fmoc-protected form. They can be incorporated routinely in peptide synthesis and broadly retain the conformational properties of the parent proline containing peptides. This is exemplified by the preparation of biotin- and fluorophore-labelled peptides derived from linear and cyclic peptides.

ANTI-VIRAL COMPOUNDS

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Paragraph 0504, (2015/11/24)

Compounds effective in inhibiting replication of Hepatitis C virus (“HCV”) are described. This invention also relates to processes of making such compounds, compositions comprising such compounds, and methods of using such compounds to treat HCV infection.

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