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
- Molecular Weight:
- 213.23
- MDL Number:
- MFCD00037896
- MOL File:
- 51154-06-4.mol
- MSDS File:
- SDS
| 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 |
| Major Application | peptide synthesis |
| InChI | 1S/C10H15NO4/c1-10(2,3)15-9(14)11-6-4-5-7(11)8(12)13/h4-5,7H,6H2,1-3H3,(H,12,13)/t7-/m0/s1 |
| InChIKey | BMIGSRMSSCUMAZ-ZETCQYMHSA-N |
| SMILES | CC(C)(C)OC(=O)N1CC=C[C@H]1C(O)=O |
| UNSPSC Code | 12352209 |
| NACRES | NA.26 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() ![]() GHS07,GHS09 |
|---|---|
| Signal word | Warning |
| Hazard statements | H319-H400 |
| Precautionary statements | P273-P305+P351+P338 |
| PPE | dust mask type N95 (US), Eyeshields, Gloves |
| 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 |
| Storage Class | 11 - Combustible Solids |
Boc-3,4-dehydro-Pro-OH price More Price(60)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | B2511 | Boc-3,4-Dehydro-L-proline | 51154-06-4 | 100mg | $154 | 2023-06-20 | Buy |
| Sigma-Aldrich | 8.53069 | Boc-3,4-dehydro-Pro-OH Novabiochem? | 51154-06-4 | 1g | $367 | 2023-01-07 | Buy |
| Usbiological | 264633 | Boc-3,4-dehydro-L-proline Asreported | 51154-06-4 | 250mg | $360 | 2026-06-03 | Buy |
| Usbiological | 264633 | Boc-3,4-dehydro-L-proline Asreported | 51154-06-4 | 500mg | $502 | 2026-06-03 | Buy |
| Usbiological | 264633 | Boc-3,4-dehydro-L-proline Asreported | 51154-06-4 | 1g | $909 | 2026-06-03 | Buy |
Boc-3,4-dehydro-Pro-OH Chemical Properties,Uses,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
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Fengluan Biotechnology Co., LTD | 13357659136 | jing.z@fengluanbiotech.com | China | 497 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| Chemsky (shanghai) International Co.,Ltd | 021-50135380 | shchemsky@sina.com | China | 15350 | 60 |
| Chengdu HappySyn Pharmaceutical Technology Co., Ltd. | 85114309 18982182443 | yangli@happysyn.com | China | 2283 | 55 |
| Shanghai Topbiochem Technology Co., Ltd | 021-58170097 | info@topbiochem.com | China | 9513 | 58 |
View Lastest Price from Boc-3,4-dehydro-Pro-OH manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2022-02-25 | (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid
51154-06-4
|
$8.20 | 1KG | 98% | 10KG | Hong Kong Tiansheng New Material Trading Co., Ltd | |
![]() |
2022-02-25 | (S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
51154-06-4
|
$8.20 | 1KG | 99% | Hong Kong Tiansheng New Material Trading Co., Ltd | ||
![]() |
2022-02-25 | (S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
51154-06-4
|
$8.20 | 1KG | 98% | 100KG | Hong Kong Tiansheng New Material Trading Co., Ltd |
-
![(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid pictures](/ProductImageEN/2021-09/Small/0783142c-228d-4fc7-afb5-6dc31835404f.png)
- (2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]-2,5-dihydropyrrole-2-carboxylic acid
51154-06-4
- $8.20
- 98%
- Hong Kong Tiansheng New Material Trading Co., Ltd
-

- (S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
51154-06-4
- $8.20
- 99%
- Hong Kong Tiansheng New Material Trading Co., Ltd
-

- (S)-1-(tert-Butoxycarbonyl)-2,5-dihydro-1H-pyrrole-2-carboxylic acid
51154-06-4
- $8.20
- 98%
- Hong Kong Tiansheng New Material Trading Co., Ltd
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