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(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine

CAS No.
13500-53-3
Chemical Name:
(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine
Synonyms
(2S,4R)-Dibenzyl 4-hydroxypyrrolidine-1,2-dicarboxylate;(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine;dibenzyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate;DIBENZYL (2S,4R)-4-HYDROXY-1,2-PYRROLIDINEDICARBOXYLATE;N-benzyloxycarbonyl-(2S,4R)-4-hydroxyproline benzyl ester;1,2-dibenzyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate;(2S,4R)-4-hydroxypyrolidine-1,2-dicarboxylic acidibenzyl ester;(2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylic acid dibenzyl ester;(2S,4R)-4-hydroxy-1,2-Pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl) ester;1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1,2-bis(phenylmethyl) ester, (2S,4R)-
CBNumber:
CB12469882
Molecular Formula:
C20H21NO5
Molecular Weight:
355.38
MDL Number:
MFCD12407103
MOL File:
13500-53-3.mol
MSDS File:
SDS
Last updated:2026-01-13 11:11:17
Product description Number Pack Size Price
(2S,4R)-1,2-DICARBOBENZYLOXY-4-HYDROXYPYRROLIDINE 95.00% CCH0001436 250MG $204.75
(2S,4R)-1,2-Dicarbobenzyloxy-4-hydroxypyrrolidine 98% 057252 1g $292
(2S,4R)-1,2-Dicarbobenzyloxy-4-hydroxypyrrolidine X6459 1g $304
(2S,4R)-1,2-Dicarbobenzyloxy-4-hydroxypyrrolidine X6459 5g $791
(2S,4R)-1,2-DICARBOBENZYLOXY-4-HYDROXYPYRROLIDINE 95.00% CCH0001436 1G $898.59

(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine Properties

storage temp. 2-8°C
Appearance Colorless to light yellow Viscous Liquid

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
HazardClass  IRRITANT

(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
American Custom Chemicals Corporation CCH0001436 (2S,4R)-1,2-DICARBOBENZYLOXY-4-HYDROXYPYRROLIDINE 95.00% 13500-53-3 250MG $204.75 2021-12-16 Buy
Matrix Scientific 057252 (2S,4R)-1,2-Dicarbobenzyloxy-4-hydroxypyrrolidine 98% 13500-53-3 1g $292 2021-12-16 Buy
AK Scientific X6459 (2S,4R)-1,2-Dicarbobenzyloxy-4-hydroxypyrrolidine 13500-53-3 1g $304 2021-12-16 Buy
AK Scientific X6459 (2S,4R)-1,2-Dicarbobenzyloxy-4-hydroxypyrrolidine 13500-53-3 5g $791 2021-12-16 Buy
American Custom Chemicals Corporation CCH0001436 (2S,4R)-1,2-DICARBOBENZYLOXY-4-HYDROXYPYRROLIDINE 95.00% 13500-53-3 1G $898.59 2021-12-16 Buy
Product number Packaging Price Buy
CCH0001436 250MG $204.75 Buy
057252 1g $292 Buy
X6459 1g $304 Buy
X6459 5g $791 Buy
CCH0001436 1G $898.59 Buy

(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine Chemical Properties,Uses,Production

Synthesis

Benzyl bromide

100-39-0

N-Cbz-Hydroxy-L-proline

13504-85-3

(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine

13500-53-3

A solution of triethylamine (15 mmol, 3.98 g) and benzyl bromide (16.5 mmol, 2.82 g) in THF (25 mL) at 0 °C was added to Cbz-L-hydroxyproline. The reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the solvent was removed by vacuum evaporation. The residue was dissolved in 50 mL of dichloromethane and washed sequentially with 1N HCl, water, 5% Na2CO3 solution and water. The organic layer was dried with anhydrous Na2SO4, filtered and the solvent evaporated. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 2:1) to afford (2S,4R)-1,2-dibenzyloxycarbonyl-4-hydroxypyrrolidine (Compound 3) as a light yellow oil (2.66 g, 50% yield).

References

[1] Advanced Synthesis and Catalysis, 2008, vol. 350, # 17, p. 2747 - 2760
[2] Journal of Organic Chemistry, 2001, vol. 66, # 3, p. 1038 - 1042
[3] Angewandte Chemie - International Edition, 2007, vol. 46, # 47, p. 9073 - 9077
[4] Synlett, 1999, # 9, p. 1465 - 1467
[5] Tetrahedron, 2008, vol. 64, # 10, p. 2480 - 2488

(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine Preparation Products And Raw materials

(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine Suppliers

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(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine Spectrum

(2s,4r)-1,2-dicarbobenzyloxy-4-hydroxypyrrolidine 1,2-dibenzyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate (2S,4R)-Dibenzyl 4-hydroxypyrrolidine-1,2-dicarboxylate (2S,4R)-4-hydroxy-1,2-Pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl) ester 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1,2-bis(phenylmethyl) ester, (2S,4R)- dibenzyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate N-benzyloxycarbonyl-(2S,4R)-4-hydroxyproline benzyl ester DIBENZYL (2S,4R)-4-HYDROXY-1,2-PYRROLIDINEDICARBOXYLATE (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylic acid dibenzyl ester (2S,4R)-4-hydroxypyrolidine-1,2-dicarboxylic acidibenzyl ester 13500-53-3