1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 2-methyl 1-(phenylmethyl) ester, (2S,4S)-
N-Cbz-顺式-L-羟脯氨酸甲酯
CAS: 57653-35-7
Molecular Formula: C14H17NO5
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 2-methyl 1-(phenylmethyl) ester, (2S,4S)- - Names and Identifiers
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 2-methyl 1-(phenylmethyl) ester, (2S,4S)- - Physico-chemical Properties
| Molecular Formula | C14H17NO5 |
| Molar Mass | 279.29 |
| Density | 1.313±0.06 g/cm3(Predicted) |
| Melting Point | 80-85°C |
| Boling Point | 422.8±45.0 °C(Predicted) |
| pKa | 14.25±0.40(Predicted) |
| Storage Condition | 2-8°C |
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 2-methyl 1-(phenylmethyl) ester, (2S,4S)- - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36 - Irritating to the eyes |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 2 |
1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 2-methyl 1-(phenylmethyl) ester, (2S,4S)- - Introduction
N-Cbz-cis-L-hydroxyproline methyl ester is an organic compound which is a methyl-esterylated derivative of L-hydroxyproline with the formula C17H20N2O5.
N-Cbz-cis-L-hydroxyproline methyl ester has the following properties:
-Appearance: White crystalline solid
-Melting point: about 110 - 115°C
-Solubility: Soluble in common organic solvents, such as dichloromethane, ethanol, etc.
-Stability: relatively stable at room temperature, but avoid moisture and exposure to light
N-Cbz-cis-L-hydroxyproline methyl ester has important applications in organic synthesis:
-As a protecting group: By introducing a N-Cbz protecting group on the hydroxyl group of L-hydroxyproline, it can prevent unnecessary reactions during the synthesis process, thereby realizing the selective modification of amino acids.
-Synthesis of amino acid derivatives: As an intermediate, N-Cbz-cis-L-hydroxyproline methyl ester can be used to construct other complex organic molecules, such as polypeptides, drugs, etc.
The preparation method of N-Cbz-cis-L-hydroxyproline methyl ester mainly includes the following steps:
1. L-hydroxyproline is reacted with formic anhydride to generate hydroxyproline methyl ester.
2. react hydroxyproline methyl ester with N-Cbz electrophilic reagent (such as N-chlorosulfonimide) to introduce N-Cbz protecting group to obtain N-Cbz-cis-L-hydroxyproline methyl ester.
When using N-Cbz-cis-L-hydroxyproline methyl ester, the following safety information should be noted:
-Wear appropriate protective equipment such as lab gloves and goggles when performing experiments.
-Avoid inhaling the dust or solution of the compound, and operate under well-ventilated laboratory conditions.
-Keep it properly after use to avoid moisture and exposure to light.
-Disposal of the compound should comply with local environmental regulations.
N-Cbz-cis-L-hydroxyproline methyl ester has the following properties:
-Appearance: White crystalline solid
-Melting point: about 110 - 115°C
-Solubility: Soluble in common organic solvents, such as dichloromethane, ethanol, etc.
-Stability: relatively stable at room temperature, but avoid moisture and exposure to light
N-Cbz-cis-L-hydroxyproline methyl ester has important applications in organic synthesis:
-As a protecting group: By introducing a N-Cbz protecting group on the hydroxyl group of L-hydroxyproline, it can prevent unnecessary reactions during the synthesis process, thereby realizing the selective modification of amino acids.
-Synthesis of amino acid derivatives: As an intermediate, N-Cbz-cis-L-hydroxyproline methyl ester can be used to construct other complex organic molecules, such as polypeptides, drugs, etc.
The preparation method of N-Cbz-cis-L-hydroxyproline methyl ester mainly includes the following steps:
1. L-hydroxyproline is reacted with formic anhydride to generate hydroxyproline methyl ester.
2. react hydroxyproline methyl ester with N-Cbz electrophilic reagent (such as N-chlorosulfonimide) to introduce N-Cbz protecting group to obtain N-Cbz-cis-L-hydroxyproline methyl ester.
When using N-Cbz-cis-L-hydroxyproline methyl ester, the following safety information should be noted:
-Wear appropriate protective equipment such as lab gloves and goggles when performing experiments.
-Avoid inhaling the dust or solution of the compound, and operate under well-ventilated laboratory conditions.
-Keep it properly after use to avoid moisture and exposure to light.
-Disposal of the compound should comply with local environmental regulations.
Last Update：2024-04-09 02:00:56
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