ChemicalBook > CAS DataBase List > BOC-(R)-ALPHA-BENZYL-PROLINE

BOC-(R)-ALPHA-BENZYL-PROLINE

Product Name
BOC-(R)-ALPHA-BENZYL-PROLINE
CAS No.
706806-60-2
Chemical Name
BOC-(R)-ALPHA-BENZYL-PROLINE
Synonyms
Boc-R-α-Bzl-Pro-OH;boc-(r)-α-benzyl-pro-oh;Boc-(R)-a-Benzyl-proline;BOC-ALPHA-BENZYL L-PROLINE;N-Boc-(R)-2-Benzyl-proline;BOC-(R)-ALPHA-BENZYL-PRO-OH;BOC-(R)-ALPHA-BENZYL-PROLINE;2-Benzyl-N-Boc-L-proline, 95%;(R)-1-Benzyl-N-Boc-DL-proline, 95%;BOC-(R)-ALPHA-BENZYL-PROLINE USP/EP/BP
CBNumber
CB6300887
Molecular Formula
C17H23NO4
Formula Weight
305.37
MOL File
706806-60-2.mol
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BOC-(R)-ALPHA-BENZYL-PROLINE Property

Melting point:
154-156℃
storage temp. 
2-8°C
Appearance
White to off-white Solid
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
F 
10-21
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P321Specific treatment (see … on this label).

P405Store locked up.

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N-Bromosuccinimide Price

TRC
Product number
B233285
Product name
2-Benzyl-N-Boc-L-proline
Packaging
10mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB50221
Product name
Boc-(R)-a-benzylproline
Packaging
50mg
Price
$70
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB50221
Product name
Boc-(R)-a-benzylproline
Packaging
100mg
Price
$100
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB50221
Product name
Boc-(R)-a-benzylproline
Packaging
250mg
Price
$200
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB50221
Product name
Boc-(R)-a-benzylproline
Packaging
500mg
Price
$350
Updated
2021/12/16
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BOC-(R)-ALPHA-BENZYL-PROLINE Chemical Properties,Usage,Production

Synthesis

24424-99-5

86116-84-9

706806-60-2

General procedure for the synthesis of (R)-1-benzyl-N-Boc-proline from di-tert-butyl dicarbonate and (R)-2-benzylpyrrolidine-2-carboxylic acid: a mixture of (R)-2-benzylpyrrolidine-2-carboxylic acid (2.07 g, 10.1 mmol) and tetramethylammonium hydroxide pentahydrate (1.83 g, 10.1 mmol) in acetonitrile (100 mL) was was stirred under nitrogen protection for 90 minutes. Subsequently, di-tert-butyl dicarbonate (Boc2O, 3.31 g, 15.2 mmol) was added. After 48 hours of reaction, a second portion of di-tert-butyl dicarbonate (1.10 g, 5.0 mmol) was added. After continuing the reaction for 24 h, the reaction mixture was concentrated under reduced pressure. The concentrate was partitioned between ether (100 mL) and water (50 mL). The aqueous phase was washed with ether (50 mL) and then acidified with 10% aqueous citric acid (20 mL) to pH 4. The acidified aqueous solution was extracted with ethyl acetate (EtOAc), and the organic phases were combined, washed with brine (30 mL), dried over anhydrous magnesium sulfate (MgSO4), filtered, and concentrated under reduced pressure to afford 1-tert-butyl (R)-2-(phenylmethyl)pyrrolidine-1,2-dicarboxylate ( 1.26 g, 4.13 mmol, 41% yield) as a foamy solid.

References

[1] Patent: US2008/146607, 2008, A1. Location in patent: Page/Page column 95-96
[2] Patent: US2009/318493, 2009, A1. Location in patent: Page/Page column 22

BOC-(R)-ALPHA-BENZYL-PROLINE Preparation Products And Raw materials

Raw materials

Preparation Products

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BOC-(R)-ALPHA-BENZYL-PROLINE Suppliers

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706806-60-2, BOC-(R)-ALPHA-BENZYL-PROLINERelated Search:

BOC-(R)-ALPHA-(3,4-DIFLUOROBENZYL)-PROLINE BOC-(R)-ALPHA-(3-FLUOROBENZYL)-PROLINE BOC-(R)-ALPHA-BENZYL-PROLINE BOC-(R)-ALPHA-(3-METHYLBENZYL)-PROLINE BOC-(R)-ALPHA-(3-TRIFLUOROMETHYL-BENZYL)-PROLINE BOC-(R)-ALPHA-(3-BROMOBENZYL)-PROLINE BOC-(R)-ALPHA-(4-BIPHENYLMETHYL)-PROLINE BOC-(R)-ALPHA-(2-METHYLBENZYL)-PROLINE BOC-(R)-ALPHA-(2-FLUOROBENZYL)-PROLINE Boc-(R)-a-(2-bromo-benzyl)-proline BOC-(R)-ALPHA-(2-NAPHTHALENYLMETHYL)-PROLINE BOC-(R)-ALPHA-(4-TRIFLUOROMETHYL-BENZYL)-PROLINE BOC-(R)-ALPHA-(2-TRIFLUOROMETHYL-BENZYL)-PROLINE BOC-(R)-ALPHA-(2,4-DICHLOROBENZYL)-PROLINE BOC-(R)-ALPHA-(4-CHLOROBENZYL)-PROLINE BOC-(R)-ALPHA-(1-NAPHTHALENYLMETHYL)-PROLINE BOC-(R)-ALPHA-(3,4-DICHLOROBENZYL)-PROLINE BOC-(S)-ALPHA-BENZYL-PROLINE

  • (R)-2-BENZYL-1-BOC-2-PYRROLIDINECARBOXYLIC ACID
  • Boc-(R)-a-Benzyl-proline
  • boc-(r)-α-benzyl-pro-oh
  • BOC-ALPHA-BENZYL L-PROLINE
  • BOC-(R)-ALPHA-BENZYL-PROLINE
  • BOC-(R)-ALPHA-BENZYL-PRO-OH
  • (R)-2-Benzyl-1-Boc-2-pyrrolidinecarboxylic acid, Boc-α-benzyl L-proline
  • (R)-1-Benzyl-N-Boc-DL-proline, 95%
  • (2R)-2-Benzyl-1,2-pyrrolidinedicarboxylic acid 1-tert-butyl ester
  • 2-Benzyl-N-Boc-L-proline, 95%
  • (R)-2-benzyl-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester
  • (R)-2-Benzyl-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic aci
  • (Tert-Butoxy)Carbonyl (R)-Alpha-Benzyl-Pro
  • (2R)-2-benzyl-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
  • 1,2-Pyrrolidinedicarboxylic acid, 2-(phenylmethyl)-, 1-(1,1-dimethylethyl) ester, (2R)-
  • Boc-R-α-Bzl-Pro-OH
  • (2R)-2-benzyl-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylicaci
  • BOC-(R)-ALPHA-BENZYL-PROLINE USP/EP/BP
  • N-(t-Butoxycarbonyl)-2-benzyl-L-proline
  • 2-benzyl-1-(tert-butoxycarbonyl)-L-proline
  • N-Boc-(R)-2-Benzyl-proline
  • Boc-(R)-α-benzyl-Pro-OH, CAS 706806-60-2
  • 706806-60-2
  • Proline Derivatives
  • Specialty Synthesis
  • Peptide Synthesis
  • Unnatural Amino Acid Derivatives
  • Alpha-Substituted Proline Analogs