Di-tert-butyl dicarbonate 二碳酸二叔丁酯
CAS 24424-99-5 MFCD00008805
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信息真实价格透明
资金保障
专业采购外包团队在线服务
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分类
- {SNA} Amine Protection, Chemical Biology, Chemical Synthesis, Other Protecting and Derivatizing Reagents,
- {SNA} Amine Protection, Chemical Biology, Chemical Synthesis, Others, Peptide Chemistry, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
- {SNA} Chemical Reagents, Amine Protection, Chemical Biology,
- {SNA} Amine Protection,
- {SNA} Amine Protection, Chemical Biology, Chemical Reagents, Chemical Synthesis, Development Quantities for Research, Other Protecting and Derivatizing Reagents, Peptide Chemistry, Protecting and Derivatizing Reagents, Protection and Derivatization, Synthetic Reagents
产品应用
- 氨基酸BOC试剂。有机合成中用来引入叔丁氧羰(BOC)保护基团,特别适用于氨基酸的氨基保护。
- 三叔丁氧羰基保护的肼可以在发色试剂中制备芴甲氧羰基?酯以监测固相醛类。
- 用于制备叔丁氧羰基保护的胺类的试剂。
- 用于引入叔丁氧羰基保护基团的试剂。
- 通过 Lewis 酸催化作用可以保护叔丁氧羰基衍生物等醇类。
- 通过叔丁氧羰基氨基丙炔与甲醛、二异丙胺以及溴化铜的?反应来制备氨甲基丙二烯,是许多牛血浆胺氧化酶灭活剂?的组分。
相关文献及参考
- For a brief feature on uses of the reagent in synthesis, see: Synlett, 1995 (2001).
- The Boc group is readily cleaved with acid, most often Trifluoroacetic acid, L06374.
- For Boc protection of phenols, alcohols, thiols etc. under phase-transfer conditions, see: Can. J. Chem., 63, 153 (1985).
- Carboxylic acids have also been converted to Boc-protected amines, via a one-pot Curtius rearrangement, using the reagent in the presence of sodium azide, with catalytic amounts of TBAB and zinc triflate: Org. Lett., 7, 4107 (2005).
- In the presence of 1 equivalent of DMAP in acetonitrile, arylamines are converted to isocyanates, generally in high yield; the dicarbonate here behaves as a convenient phosgene replacement: Angew. Chem. Int. Ed., 34, 2497 (1995). The same reagent system has also been applied to nitroalkanes for the ambient temperature generation of nitrile oxides which were trapped in situ with dipolarophiles: Synthesis, 309 (1997). Carboxyli
- Rapid and efficient formation of Boc derivatives of amines, catayzed by Copper(II) tetrafluoroborate hexahydrate, 26127 has been described: Tetrahdron Lett., 47, 1087 (2006).
- Amides can be protected in the presence of a catalytic quantity of DMAP (4-(Dimethylamino)pyridine, A13016): J. Org. Chem., 48, 2424 (1983); Acta Chem. Scand. B, 40, 745 (1986); the amide link of the product undergoes facile alkaline hydrolysis or methanolysis.
- In the presence of 1 equivalent of DMAP in acetonitrile, arylamines are converted to isocyanates, generally in high yield; the dicarbonate here behaves as a convenient phosgene replacement: Angew. Chem. Int. Ed., 34, 2497 (1995). The same reagent system has also been applied to nitroalkanes for the ambient temperature generation of nitrile oxides which were trapped in situ with dipolarophiles: Synthesis, 309 (1997). Carboxylic acids can be esterified in the presence of a catalytic amount of DMAP: Synlett, 263 (2004).
安全信息
GHS Symbol
- H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
- H226 Flammable liquid and vapour 易燃液体和蒸气
- H228 Flammable solid 易燃固体
- H315 Causes skin irritation 会刺激皮肤
- H317 May cause an allergic skin reaction 可能导致皮肤过敏
- H318 Causes serious eye damage 严重伤害眼睛
- H319 Causes serious eye irritation 严重刺激眼睛
- H330 Fatal if inhaled 吸入致命
- H335 May cause respiratory irritation 可能导致呼吸道刺激
- H336 May cause drowsiness or dizziness 肯能导致嗜睡或头晕
- H351 Suspected of causing cancer 怀疑致癌
- H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
- P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
- P233 Keep container tightly closed. ?保持容器密闭。
- P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
- P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
- P241+P242+P243
- P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
- P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
- P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
- P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
- P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
- P284 Wear respiratory protection.? 佩戴呼吸保护装置。
- P301+P312+P330
- P302+P350
- P302+P352+P332+P313+P362+P364
- P304+P340+P310
- P305+P351+
- P305+P351+P338
- P305+P351+P338+P337+P313
- P307+P311
- P308+P311
- P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
- P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
- P370+P378
- P403+P233
- P405 Store locked up. 上锁保管。
- P501 Dispose of contents/container to..… 处理内容物/容器.....
- S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
- S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
- S28 After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) 皮肤接触后,立即用大量…(由生产厂家指定)冲洗;
- S29 Do not empty into drains 不要排入下水道;
- S33 Take precautionary measures against static discharges 对静电采取预防措施;
- S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
- S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
- S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
- S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
- S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
- S62 If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label where possible 吞食后不要催吐:立即求医并出示该容器或标签;
- S7/9 Keep container tightly closed and in a well-ventilated place 保持容器严格密闭,置于通风良好的场所;
- S9 Keep container in a well-ventilated place 保持容器在通风良好的场所;
- R10 Flammable 易燃
- R11 Highly flammable 非常易燃
- R19 May form explosive peroxides 可能生成易爆的过氧化物质
- R26 Very toxic by inhalation 吸入极毒
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
- R38 Irritating to skin 刺激皮肤
- R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
- R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
- R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
- R50/53
- R65 Harmful: may cause lung damage if swallowed 若吞咽可能伤害肺部器官
- R67 Vapours may cause drowsiness and dizziness 蒸汽可能导致嗜睡和昏厥
其他信息
- 遇水分解成叔丁醇和CO2,因此瓶装试剂,在吸潮后会导致瓶内压力升高,包装开启时注意个人防护。