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产品名称: 二碳酸二叔丁酯
产品分类: 多肽试剂
产品目录:
10102 |
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产品质量标准
| 产品名称 |
二碳酸二叔丁酯,Boc酸酐 |
| 英文名 |
Boc Anhydride; Di-tert-butyl dicarbonate; DiBoc; Di-tert-butyl pyrocarbonate; Dicarbonic acid bis(1,1-dimethylethyl)ester; Pyrocarbonic acid di-tert-butyl ester |
| CAS序号 |
24424-99-5 |
| 分子式 |
C10H18O5 |
| 分子量 |
218.25 |
| 外观 |
无色液体或半固体 |
| 熔点 |
20~25 ℃ |
| 纯度(GC) |
不低于99% |
| 包装 |
100ml/瓶;500ml/瓶;1000ml/瓶;50公斤/桶;180公斤/桶 |
| 贮存 |
阴凉干燥处保存;瓶装产品长期放置会产生较多气体,开启瓶盖时应注意防护! |
小注:
Reagent for amino group protection as the t-butyl carbamate (t-butoxycarbonyl, Boc derivatives), in high yield under mild conditions, widely used in peptide chemistry [1,2] .
Benzyl carbamates(Cbz, Z) may be transformed into Boc in a one pot procedure catalysed by Pd/C [3] .
Amides can be protected in the presence of a catalytic quantity of DMAP [4,5] ; the amide link of the product undergoes facile alkaline hydrolysis or methanolysis. The nitrogen function of indoles and pyrroles can also be protected under similar conditions [6,7] . 1-Boc indoles may be synthesized from N-Boc 2-alkyl aniline [8] .
The Boc group is readily cleaved with acid, most often Trifluoroacetic acid.
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 [9] . The same reagent system has also been applied nitroalkanes for the ambient temperature generation of nitrile oxides which were trapped in situ with dipolarophiles [10] .
Feature on uses of this reagent in synthesis was reveiwed [11] .
Ref:
- Org.Synthe.Coll., 1990, 7, 70
- Synthesis, 223 (1987): Org.Synthe.Coll., 1998, 9, 124, 300
- Tetrahedron Lett., 1992, 33, 3167
- J. Org.Chem., 1983,48, 2424
- Acta Chem. Scand.B, 1986, 40, 745
- J.Chem.Soc., Chem. Commun., 1984, 1699
- Org.Synth.Coll., 1998, 9, 121
- Synthesis, 1991, 871
- Angew, Chem.Int.Ed., 1995, 34, 2497
- Synthesis, 1997, 309
- Synlett, 2001, 1995
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