ChemicalBook > CAS DataBase List > BOC-3,4-DEHYDRO-PRO-OH

BOC-3,4-DEHYDRO-PRO-OH

Product Name
BOC-3,4-DEHYDRO-PRO-OH
CAS No.
51154-06-4
Chemical Name
BOC-3,4-DEHYDRO-PRO-OH
Synonyms
(S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid;BOC-3,4-DEHYDRO-L-PROLINE;BOC-S-2PYN-OH;Boc-Δ(3)Pro-OH;BOC-DELTA-PRO-OH;4-DEHYDRO-PRO-OH;BOC-3,4-DEHYDRO-PRO-OH;BOC-3,4-DEHYDRO-PROLINE;BOC-PRO(3,4-DEHYDRO)-OH;N-Boc-3,4-Dehydro-Pro-OH
CBNumber
CB8740203
Molecular Formula
C10H15NO4
Formula Weight
213.23
MOL File
51154-06-4.mol
More
Less

BOC-3,4-DEHYDRO-PRO-OH Property

Melting point:
92-95℃
Boiling point:
336.4±42.0 °C(Predicted)
Density 
1.236
storage temp. 
2-8°C
pka
3.70±0.20(Predicted)
form 
powder
color 
white
More
Less

Safety

Hazard Codes 
Xi,N
Risk Statements 
36-50
Safety Statements 
26-60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
HS Code 
2933 99 80
HazardClass 
IRRITANT
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H319Causes serious eye irritation

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

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

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
B2511
Product name
Boc-3,4-Dehydro-L-proline
Packaging
100mg
Price
$154
Updated
2023/06/20
Sigma-Aldrich
Product number
8.53069
Product name
Boc-3,4-dehydro-Pro-OH
Purity
Novabiochem?
Packaging
1g
Price
$367
Updated
2023/01/07
TRC
Product number
B646260
Product name
Boc-3,4-dehydro-L-proline
Packaging
100mg
Price
$105
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB47087
Product name
Boc-3,4-dehydro-L-proline
Packaging
250mg
Price
$80
Updated
2021/12/16
Chem-Impex
Product number
01377
Product name
Boc-3,4-dehydro-L-proline,98%(HPLC)
Purity
98%(HPLC)
Packaging
250MG
Price
$112
Updated
2021/12/16
More
Less

BOC-3,4-DEHYDRO-PRO-OH Chemical Properties,Usage,Production

Chemical Properties

White to off-white crystalline powder

Uses

Boc-3,4-Dehydro-L-Proline is an N-terminal protected 3,4-Dehydro-L-proline. It is used in solid-phase peptide synthesis (SPPS) to make peptides. 3,4-Dehydro-L-proline is a alternate substrate of the amino acid oxidase, NikD.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Biochem/physiol Actions

Boc-3,4-Dehydro-L-Proline is an N-terminal protected amino acid used in solid-phase peptide synthesis (SPPS) to make peptides containing 3,4-Dehydro-L-proline.

Synthesis

24424-99-5

4043-88-3

51154-06-4

3,4-Dehydro-L-proline (1.0 g, 8.8 mmol) was used as starting material and dissolved in a mixed solution of water (9.0 mL) and sodium bicarbonate (2.23 g, 26.5 mmol). Dioxane (9.0 mL) and di-tert-butyl dicarbonate (3.86 g, 17.7 mmol) were then added. The reaction mixture was stirred at room temperature overnight, after which the solvent was removed by concentration under reduced pressure. The concentrated residue was partitioned between ether (20 mL) and water (25 mL) to separate the organic and aqueous layers. The aqueous layer was diluted with ethyl acetate (20 mL) and acidified by slow addition of concentrated hydrochloric acid while stirring vigorously to precipitate and extract the product (S)-1-(tert-butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid into the organic layer. When the pH was reduced to about 2, the extraction was again carried out with ethyl acetate. The aqueous layer was treated with saturated sodium chloride solution and extracted a final time with ethyl acetate. All organic layers were combined, washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the target product (S)-1-(tert-butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid (2.0 g, 100% yield) as a colorless viscous oil.

References

[1] Patent: WO2008/24725, 2008, A1. Location in patent: Page/Page column 132

BOC-3,4-DEHYDRO-PRO-OH Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

BOC-3,4-DEHYDRO-PRO-OH Suppliers

China 115 Germany 3 India 1 Japan 3 Switzerland 1 United Kingdom 4 United States 16 Global 143
Novachemistry
Tel
44-20819178-90 02081917890
Fax
(0)2080432064
Email
info@novachemistry.com
Country
United Kingdom
ProdList
4381
Advantage
58
Carbosynth
Tel
--
Fax
--
Email
sales@carbosynth.com
Country
United Kingdom
ProdList
6005
Advantage
58
CARBONE SCIENTIFIC CO.,LTD
Tel
--
Fax
--
Email
sales@carbonesci.com
Country
United Kingdom
ProdList
6666
Advantage
30
VWR International
Tel
--
Fax
--
Email
solutions@vwr.com
Country
United Kingdom
ProdList
6548
Advantage
82
More
Less

View Lastest Price from BOC-3,4-DEHYDRO-PRO-OH manufacturers

Hong Kong Tiansheng New Material Trading Co., Ltd
Product
(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid 51154-06-4
Price
US $8.20/KG
Min. Order
1KG
Purity
98%
Supply Ability
10KG
Release date
2021-09-24
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
(S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid 51154-06-4
Price
US $8.20/KG
Min. Order
1KG
Purity
99%
Supply Ability
(S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
Release date
2021-09-24
Hong Kong Tiansheng New Material Trading Co., Ltd
Product
(S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid 51154-06-4
Price
US $8.20/KG
Min. Order
1KG
Purity
98%
Supply Ability
100KG
Release date
2021-09-24

51154-06-4, BOC-3,4-DEHYDRO-PRO-OHRelated Search:

3,4-DEHYDRO-DL-PROLINE BOC-SAR-OH BOC-N-Methyl-L-alanine 3,4-Dehydro-L-proline BOC-Glycine N-BOC-(METHYLAMINO)ACETALDEHYDE BOC-3,4-DEHYDRO-PRO-OH TERT-BUTYL N-ALLYLCARBAMATE 5-METHYL-2-PHENYL-1,3-OXAZOLE-4-CARBOXYLIC ACID N-Boc-pyrroline Methyl N-Boc-L-proline-3-ene ETHYL ALLYLFORMYLMETHYLCARBAMATE 1-(TERT-BUTOXYCARBONYL)-2,5-DIHYDRO-1H-PYRROLE-2-CARBOXYLIC ACID 2-AMINO-3-BUTENOIC ACID ALLYLAMINO-ACETIC ACID HYDROCHLORIDE L-VINYLGLYCINE 1-[(TERT-BUTYL)OXYCARBONYL]-4-PHENYLPYRROLINE-3-CARBOXYLIC ACID BOC-N-ETHYL GLYCINE

  • BOC-PRO(3,4-DEHYDRO)-OH
  • BOC-S-2PYN-OH
  • BOC-3,4-DEHYDRO-L-PROLINE
  • BOC-3,4-DEHYDRO-PROLINE
  • BOC-3,4-DEHYDRO-PRO-OH
  • BOC-DELTA-PRO-OH
  • (S)-1-TERT-BUTOXYCARBONYL-2,5-DIHYDROPYRROLE-2-CARBOXYLIC ACID
  • (S)-N-T-BUTYLOXYCARBONYL-3-PYRROLINE-2-CARBOXYLIC ACID
  • N-ALPHA-TERT-BUTYLOXYCARBONYL-3,4-DEHYDRO-L-PROLINE
  • N-ALPHA-T-BUTOXYCARBONYL-3,4-DEHYDRO-L-PROLINE
  • N-ALPHA-T-BOC-3,4-DEHYDRO-L-PROLINE
  • N-BOC-L-3,4-DEHYDROPROLINE
  • N-T-BOC-3,4-DEHYDRO-L-PROLINE
  • N-Boc-3,4-dehydro-L-proline
  • N-ALPHA-T-BUTYLOXYCARBONYL-3,4-DEHYDRO-L-PROLINE
  • NALPHA-tert-Butoxycarbonyl-3,4-dehydro-L-proline
  • N-(tert-butoxycarbonyl)-3,4-dehydro-L-proline
  • (2S)-1-(tert-Butyloxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
  • (2S)-2,5-Dihydro-1H-pyrrole-1,2-dicarboxylic acid 1-tert-butyl ester
  • (2S)-2,5-Dihydro-1H-pyrrole-1,2α-dicarboxylic acid 1-tert-butyl ester
  • (2S)-3-Pyrroline-1,2α-dicarboxylic acid 1-tert-butyl ester
  • 1-(tert-Butoxycarbonyl)-3,4-didehydro-L-proline
  • (S)-1-Boc-2,5-dihydropyrrole-2-carboxylic Acid
  • 1-(tert-Butyloxycarbonyl)-3,4-didehydro-L-proline
  • N-t-Boc-2,5,-dihydro-L-proline
  • (S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
  • Boc-Δ(3)Pro-OH
  • 1H-Pyrrole-1,2-dicarboxylic acid, 2,5-dihydro-, 1-(1,1-dimethylethyl) ester, (2S)-
  • N-Boc-3,4-Dehydro-Pro-OH
  • (2S)-1-(tert-butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid diethylammonium salt
  • (S)-Boc-2,5-dihydropyrrole-2-carboxylic acid
  • Boc-3,4-dehydro-L-proline≥ 98% (HPLC)
  • Boc-3,4-dehydro-L-Pro-OH
  • Boc-3,4-dehydro-Pro-OH Novabiochem
  • N-ALPHA-BOC-3,4-DEHYDRO-L-PROLINE
  • (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid
  • (2S)-1-[(tert-butoxy)carbonyl]-2,5-dihydro-1H-pyrrole-2-carboxylic acid
  • 2,5-Dihydro-1-[(1,1-dimethylethoxy)carbonyl]-1H-pyrrole-2-(S)-carboxylic acid
  • (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylicaci
  • BOC-3,4-DEHYDRO-PRO-OH USP/EP/BP
  • 4-DEHYDRO-PRO-OH
  • （2S）-N-Boc-3,4-dehydro-L-proline
  • (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrr
  • Boc-3,4-Dehydro-<sc>L</sc>-proline
  • Protected-3,4-dihydroproline
  • 51154-06-4
  • 451154-06-4
  • Biochemicals and Reagents
  • Amino Acids and Peptides
  • BioChemical
  • A - H
  • Modified Amino Acids
  • A - H
  • Amino Acids
  • Modified Amino Acids
  • Amino Acids