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1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester

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1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester manufacturers

  • Boc-Hyp-Oet
  • Boc-Hyp-Oet pictures
  • $2.00
  • 2026-08-25
  • CAS:37813-30-2
  • Min. Order: 1kg
  • Purity: 99%
  • Supply Ability: 100kg
1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester Basic information
Product Name:1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester
Synonyms:1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester;1-Boc-4-Hydroxy-L-Proline Ethyl Ester;1-tert-butyl 2-ethyl (2S,4R)-4-hydroxypyrrolidine-1,2-dicarboxylate;(2S)-4-hydroxypyrrolidine-1,2-dicarboxylic acid O1-tert-butyl ester O2-ethyl ester;(2S,4R)-1-BOC-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID ETHYL ESTER;Boc-L-Hydroxy-Proline Ethyl Ester;(2S,4R)-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-tert-butyl 2-ethyl ester;1-Boc-L-hydroxyproline ethyl ester
CAS:37813-30-2
MF:C12H21NO5
MW:259.3
EINECS:
Product Categories:
Mol File:37813-30-2.mol
1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester Structure
1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester Chemical Properties
Boiling point 350.2±42.0 °C(Predicted)
density 1.189±0.06 g/cm3(Predicted)
storage temp. 2-8°C
pka14.30±0.40(Predicted)
form Viscous Liquid
color Colorless to light yellow
Optical RotationConsistent with structure
Safety Information
MSDS Information
1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester Usage And Synthesis
UsesBoc-Hyp-OEt is a proline derivative[1].
Synthesis
Di-tert-butyl dicarbonate

24424-99-5

H-HYP-OET HCL

33996-30-4

1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester

37813-30-2

Step 2: Ethyl (2S,4R)-4-hydroxypyrrolidine-2-carboxylate hydrochloride (146.2 g, 0.747 mol) was dissolved in a solvent mixture of dichloromethane (1,600 mL) and ethanol (100 mL) and cooled to 0°C. Triethylamine (113.4 g, 1.12 mol, 156.2 mL) was added to this solution with stirring. Subsequently, di-tert-butyl dicarbonate (195.6 g, 0.90 mol) was added in batches. The reaction mixture was stirred at 0 °C for 15 minutes, then brought to room temperature and continued stirring for 16 hours. Upon completion of the reaction, the mixture was concentrated to about 800 mL and washed with water. The organic layer was dried with magnesium sulfate, filtered and concentrated. Purification by silica gel column chromatography (eluent: 20% ethyl acetate-dichloromethane) afforded ethyl Boc-L-hydroxyproline (193.7 g, 100%) as a yellow oil. Mass spectrum (M + Na): m/e 282. 1H-NMR (CDCl3) δ 1.30 (t, 3H), 1.45 (s, 9H), 1.75 (m, 1H), 2.10 (m, 1H), 2.30 (m, 1H), 3.45 and 3.55 (d, 1H, two rotary isomers), 3.65 (dd, 1H), 4.25 (m, 2H ), 4.40 and 4.45 (t, 1H, two rotary isomers), 4.55 (broad s, 1H).

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
1-tert-butoxycarbonyl-4-hydroxy-L-proline ethyl ester Preparation Products And Raw materials
Raw materialsDi-tert-butyl dicarbonate-->Boc-Hyp-OH-->Iodoethane-->H-Hyp-OEt HCl-->L-Proline, 4-hydroxy-, ethyl ester, (4R)- (9CI)-->Ethanol-->Triethylamine-->Dichloromethane
Preparation Products(2S,4R)-1-Boc-4-amino-pyrrolidine-2-carboxylic acid
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