N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER

Product Name: N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER
CAS No.: 155075-23-3
Chemical Name: N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER
Synonyms: Methyl N-Cbz-cis -4-Hydroxy-D-prolinate;N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER;(4R)-1-Cbz-4-hydroxy-D-proline methyl ester;(2R,4R)-N-Cbz-cis-4-hydroxy-D-proline methyl ester;N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER USP/EP/BP;Methyl (2R,4R)-1-Cbz-4-hydroxypyrrolidine-2-carboxylate;-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate;(2R,4R)-N-1-(benzyloxycarbonyl)-4-hydroxyproline Methyl ester;(2R,4R)-1-benzyl 2-Methyl 4-hydroxypyrrolidine-1,2-dicarboxylate;1-benzyl 2-methyl (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate
CBNumber: CB42453343
Molecular Formula: C14H17NO5
Formula Weight: 279.29
MOL File: 155075-23-3.mol

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N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER Property

Boiling point:: 422.8±45.0 °C(Predicted)
Density: 1.313±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: Solid
pka: 14.25±0.40(Predicted)
color: White to off-white
InChI: InChI=1S/C14H17NO5/c1-19-13(17)12-7-11(16)8-15(12)14(18)20-9-10-5-3-2-4-6-10/h2-6,11-12,16H,7-9H2,1H3/t11-,12-/m1/s1
InChIKey: VVKAGQHUUDRPOI-VXGBXAGGSA-N
SMILES: N1(C(OCC2=CC=CC=C2)=O)C[C@H](O)C[C@@H]1C(OC)=O

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Biosynth Carbosynth

Product number: FB44073
Product name: (2R,4R)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
Packaging: 100mg
Price: $40
Updated: 2021/12/16

ChemScene

Product number: CS-0052633
Product name: 1-Benzyl2-methyl(2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate
Packaging: 1g
Price: $68
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB44073
Product name: (2R,4R)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
Packaging: 250mg
Price: $70
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB44073
Product name: (2R,4R)-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate
Packaging: 500mg
Price: $110
Updated: 2021/12/16

AK Scientific

Product number: W3380
Product name: (2R,4R)-1-Benzyl2-methyl4-hydroxypyrrolidine-1,2-dicarboxylate
Packaging: 1g
Price: $146
Updated: 2021/12/16

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N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER Chemical Properties,Usage,Production

Uses

1-Benzyl 2-methyl (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate is a proline derivative[1].

Synthesis

2584-71-6

155075-23-3

General procedure for the synthesis of (4R)-N-CBZ-4-hydroxy-D-proline methyl ester from cis-4-hydroxy-D-proline: to a stirred 4R-hydroxypyrrolidine-2R-carboxylic acid (5.02 g, 38.3 mmol, 1 eq.) and sodium bicarbonate (8.05 g, 95.8 mmol, 2.5 eq.) in water (85 mL) at 23°C was A solution of benzyl chloroformate (6.28 mL, 44.0 mmol, 1.15 eq.) in toluene (20 mL) was added slowly over 15 minutes. After 24 hours of reaction, the organic and aqueous layers were separated, the aqueous layer was extracted with ether (2 x 100 mL), and the organic layers were combined and discarded. Subsequently, the aqueous layer was acidified to pH 2 with concentrated hydrochloric acid and the product was extracted with ethyl acetate (2 x 100 mL). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated in vacuum to give (4R)-N-benzyloxycarbonyl-4-hydroxy-D-proline methyl ester (9.97 g, 100% yield).

References

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368

N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER Suppliers

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155075-23-3, N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTERRelated Search:

(R)-1-CBZ-3-PYRROLIDINOL N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER Z-D-CIS-HYP-OH N-Benzyloxycarbonyl-D-proline (2R, 4R)-4-(TOLUENE-4-SULFONYLOXY)-1-[BENZYLOXYCARBONYL]-PYRROLIDINE-2-ETHYLCARBOXYLATE Z-D-PROLINOL, 97 CIS-4-HYDROXY-D-PROLINE METHYL ESTER METHYL-R-N-(METHOXY CARBONYL)-PROLINE ESTER

N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER

Methyl N-Cbz-cis -4-Hydroxy-D-prolinate

(2R,4R)-1-benzyl 2-Methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

(2R,4R)-N-1-(benzyloxycarbonyl)-4-hydroxyproline Methyl ester

(2R,4R)-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid 2-methyl 1-(phenylmethyl) ester

1-benzyl 2-methyl (2R,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate

1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 2-methyl 1-(phenylmethyl) ester, (2R,4R)-

(4R)-1-Cbz-4-hydroxy-D-proline methyl ester

-1-Benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

N-CBZ-CIS-4-HYDROXY-D-PROLINE METHYL ESTER USP/EP/BP

Methyl (2R,4R)-1-Cbz-4-hydroxypyrrolidine-2-carboxylate

(2R,4R)-N-Cbz-cis-4-hydroxy-D-proline methyl ester

155075-23-3