Borane-tert-butylamine

Sodium bis-(2-methoxyethoxy)aluminium hydride (ref. 84) and lithium tri-tert-butoxyaluminium hydride (ref. 85) showed excellent stereoselectivity for podophyllotoxin compared with other reagents. However, these reagents have the disadvantage that low temperature (-75 C) is required to obtain satisfactory yield. Although the stereoselectivity was inferior to that of the above-mentioned aluminium hydride complexes, borane-terf-butylamine complex (ref. 86) and borane ammonia complex (ref. 87) gave the products in more than 90% yield. The reactions proceeded at room temperature, and borane-tert-butylamine complex did not require the use of a nitrogen stream. 

Lithiumboranat10 N atriumboranat11 Kaliumboranat12 tert.-Butylamin-Boran13 Dimethylamin-Boran13 1,2-Diamino-athan-Boran 4 Pyridin-Boran15... 

A different problem occurs with 7-methylguanosine. The purine base of this nucleoside is hydrolyzed at basic pH, and very significant degradation occurs in an hour at pH 9.5 at room temperature. The mixture of oxidized nucleoside and protein, therefore, is kept at pH 9.1 and at 0-4°, at which only very limited hydrolysis of the base occurs in 1 hr. A different reducing agent, tert-butylamine borane (Aldrich Chemical Co.), is used the reduction is done for only 30-60 min at 4°, and the product is separated from free nucleoside on a Sephadex G-25 column at 4°. The nucleotide of the 7-methylguanosine is more stable than the nucleoside, and it also has been used to induce antibody to the 7-methylguanine structure. ... 

NSiQHn, tert-Butylamine, iV-(trimethyl-silyl)-, 25 8 N2, Dinitrogen iron complexes, 24 208, 210 osmium complex, 24 270 N2BC4H, Borane, cyano-compd. with trimethylamine (1 1),... 

There are only two known borazine compounds having t-butyl groups on the nitrogen atoms. l,3,5-Tris-tert.-butylborazine was made by thermal decomposition of t-butylamine-borane 81> [Eq. (19)]. 

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