Identification | More | [Name]
(tert-Butoxycarbonylmethyl)triphenylphosphanium bromide | [CAS]
59159-39-6 | [Synonyms]
(TERT-BUTOXYCARBONYLMETHYL)TRIPHENYLPHOSPHONIUM BROMIDE tert-Butoxycarbonylmethyltriphenylphosphoniumbrom (tert-Butoxycarbonylmethyl)tripheenyphosphonium bromide carbo-tert-butoxymethyl triphenylphosphonium bromide (tert-Butoxycarbonylmethyl)triphenylphosphanium bromide (tert-Butoxycarbonylmethyl)triphenylphosphonium bromide, 98 % | [Molecular Formula]
C24H26BrO2P | [MDL Number]
MFCD00075527 | [Molecular Weight]
457.34 | [MOL File]
59159-39-6.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
29319019 |
Hazard Information | Back Directory | [Uses]
Reactant for:
- Rhodium-catalyzed asymmetric hydrogenation reactions
- Wittig reaction
- Wittig methylenation
- Preparation of N-(phenylmethyl)-cis-pyrrolidinediacetic acid esters via double aza-Michael addition reaction
- Stereoselective preparation of of α-fluoro-α,β-unsaturated esters via deprotonation, followed by fluorination and stereoselective Wittig olefination with aldehydes
- Wittig chain extension reactions
| [reaction suitability]
reaction type: C-C Bond Formation | [Synthesis]
Example 3: The general procedure for the synthesis of (tert-butoxycarbonylmethyl)triphenylphosphonium bromide from tert-butyl bromoacetate and triphenylphosphine is as follows: In another embodiment, the functionalized lactone comprises a carboxylate protecting group as shown in Fig. 1. 10. Ylide synthesis was carried out using the following reagents and conditions: (a) triphenylphosphine (PPh3), benzene (C6H6), reaction time 12 h at room temperature (rt); (b) 20% aqueous sodium hydroxide solution (NaOH, aq), reaction time 5 h at room temperature. | [References]
[1] Patent: US2007/265243, 2007, A1. Location in patent: Page/Page column 4 [2] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 1, p. 199 - 209 [3] Phosphorus, Sulfur and Silicon and the Related Elements, 2008, vol. 183, # 5, p. 1188 - 1208 [4] Patent: US2007/43088, 2007, A1. Location in patent: Page/Page column 5 [5] Organic Process Research and Development, 2009, vol. 13, # 4, p. 710 - 715 |
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Alfa Aesar
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