ChemicalBook > CAS DataBase List > (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

Product Name
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
CAS No.
147266-92-0
Chemical Name
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
Synonyms
(2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid;BOC-D-HYP-OH;Boc-D-trans-Hyp-OH;Boc-trans-D-Hyp-OH;trans-Boc-D-Hpy-OH;N-Boc-trans-D-Hyp-OH;BOC-D-PRO(4-HYDROXY)-OH;Prusogliptin Impurity 16;Teneligliptin Impurity 27;BOC-TRANS-4-HYDROXY-D-PROLINE
CBNumber
CB7345548
Molecular Formula
C10H17NO5
Formula Weight
231.25
MOL File
147266-92-0.mol
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(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Property

Melting point:
123°C
Boiling point:
390.9±42.0 °C(Predicted)
Density 
1.312±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
3.80±0.40(Predicted)
form 
solid
color 
White
optical activity
[α]/D +70°, c = 0.617 g/mL in methanol
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Safety

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

Precautionary statements

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
762067
Product name
N-Boc-trans-4-hydroxy-D-proline
Purity
97%
Packaging
1g
Price
$156
Updated
2025/07/31
Sigma-Aldrich
Product number
762067
Product name
N-Boc-trans-4-hydroxy-D-proline
Purity
97%
Packaging
500mg
Price
$110
Updated
2023/06/20
Usbiological
Product number
265617
Product name
Boc-trans-4-hydroxy-D-proline
Packaging
250mg
Price
$340
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB50595
Product name
Boc-trans-4-hydroxy-D-proline
Packaging
100mg
Price
$60
Updated
2021/12/16
ChemScene
Product number
CS-M1678
Product name
1,2-Pyrrolidinedicarboxylicacid,4-hydroxy-,1-(1,1-dimethylethyl)ester,(2R,4S)-
Purity
≥98.0%
Packaging
5g
Price
$91
Updated
2021/12/16
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(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

Boc protected Proline derivative.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

24424-99-5

51-35-4

147266-92-0

General procedure for the synthesis of N-BOC-trans-4-hydroxy-D-proline from di-tert-butyl dicarbonate and L-hydroxyproline: Step A: Preparation of (4β)-1-Boc-4-hydroxy-L-proline 1. dissolve L-hydroxyproline (5.08 g, 38.77 mmol) in a solvent mixture of 1N NaOH solution (40 mL) and 1,4-dioxane (40 mL). 2. Di-tert-butyl dicarbonate (9.3 g, 42.6 mmol) was added drop-wise to the above solution at 0 °C. 3. The reaction mixture was stirred at room temperature for 8 hours. 4. 4. After completion of the reaction, the mixture was concentrated under vacuum to remove the solvent. 5. The concentrated mixture was acidified with 1N HCl and then extracted with EtOAc. 6. The organic extract was washed with brine, dried over MgSO4 and filtered. 7. Finally, the filtrate was concentrated under vacuum to give N-BOC-trans-4-hydroxy-D-proline (8.84 g, 99% yield). MS [M + H] = 232 (M + 1).

IC 50

Non-cleavable Linker

References

[1] Patent: WO2010/56022, 2010, A2. Location in patent: Page/Page column 21

(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Suppliers

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View Lastest Price from (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO 147266-92-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO 147266-92-0
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-09
Career Henan Chemical Co
Product
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID 147266-92-0
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Customized
Release date
2018-07-30

147266-92-0, (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACIDRelated Search:

(2R,4S)-1-(tert-butoxycarbonyl)-4-fluoropyrrolidine-2-carboxylic acid (2R,4R)-1-[(tert-butoxy)carbonyl]-4-fluoropyrrolidine-2-carboxylic acid 1-Pyrrolidinecarboxylicacid,3-amino-4-hydroxy-,1,1-dimethylethylester,(3R,4R)-(9CI) tert-Butyl 3-oxoazetidine-1-carboxylate Methyl 8-azabicyclo[3.2.1... (R)-2-Aminomethyl-4-boc-morpholine (S)-tert-Butyl 4,4-difluoro-2-(hydroxymethyl)-pyrrolidine-1-carboxylate (2R,4R)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID Boc-Hyp-OH N-Boc-trans-4-Hydroxy-L-proline methyl ester (2S,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID N-BOC-TRANS-4-HYDROXY-D-PROLINE METHYL ESTER trans-4-Hydroxy-D-proline BOC-TRANS-HYP-OH,BOC-L-HYP-OH,(2S,4R)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

  • (2R,4S)-N-Boc-trans-4-hydroxy-D-proline
  • (2R,4S)-N-Boc-cis-4-hydroxy-D-proline
  • Boc-D-trans-Hyp-OH
  • N-Boc-trans-4-hydroxy-D-proline 95+%
  • (2R,4S)-N-Boc-4-hydroxy-D-proline
  • (2R,4S)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
  • N-Boc-trans-D-Hyp-OH
  • 1-tert-Butoxycarbonyl-(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid
  • 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-diMethylethyl) ester, (2R-trans)-
  • Boc-trans-D-Hyp-OH
  • 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-diMethylethyl) ester, (2R,4S)-
  • trans-1-[(tert-butoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid
  • (2R,4S)-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) ester
  • Boc-(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid
  • Boc-trans-4-hydroxy-D-proline≥ 95% (NMR)
  • BOC-D-PRO(4-HYDROXY)-OH
  • BOC-D-HYP-OH
  • BOC-TRANS-4-HYDROXY-D-PROLINE
  • (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
  • N-T-BOC-TRANS-4-HYDROXY-D-PROLINE
  • N-ALPHA-T-BUTOXYCARBONYL-D-HYDROXYPROLINE
  • N-Boc-trans-4-Hydroxy-D-proline
  • N-BOC-CIS-7-HYDROXY-D-PROLINE
  • (2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid
  • (Tert-Butoxy)Carbonyl D-trans-Hyp-OH
  • N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline
  • (2R,4S)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylicaci
  • (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID USP/EP/BP
  • (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO
  • N-tert-Boc-trans-4-Hydroxy-D-proline
  • (2R,4s)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
  • (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARB...
  • trans-Boc-D-Hpy-OH
  • (2R,4S)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-car
  • 1-(1,1-Dimethylethyl) (2R,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylate
  • Prusogliptin Impurity 16
  • N-tert-butoxycarbonyl-D-trans-4- hydroxyproline
  • Tenteligliptin impurity 2 (2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2- carboxylic acid
  • (2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid/N-tert-butoxycarbonyl-D-trans-4-hydroxyproline
  • <i>N</i>-Boc-<i>trans</i>-4-hydroxy-<sc>D</sc>-proline
  • N-Boc-trans-4-hydroxy-D-proline, 97%
  • Teneligliptin Impurity 27
  • 1-(tert-Butyl) (2R,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylate
  • 147266-92-0
  • C10H17NO8
  • C10H17F2NO5