Re: ORGLIST:7,7-imino diheptanoate

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From: Uno Mäeorg (uno$##$chem.ut.ee)
Date: Wed Feb 19 2003 - 17:51:03 EST


Dear Viestus,

I don't know has some one done this but I recommend you to put on the NH2
group one Boc. Then you can increase the directed reactivity and may be
even in solid phase transfer catalysis system NaOH/K2CO3/catalyst good
results will be obtain.

Good luck!

Uno Mäeorg

At 08:36 AM 2/19/2003 +0200, Viesturs Lusis wrote:
>Dear collegues,
>I will be very appriciate receiving any idea how to prepare
>7,7'-imino diheptanoate ROOC-(CH2)6-NH-(CH2)6-COOR.
>The following conditions are tried up to now:
>NH2-(CH2)6-COOMe + Br-CH2-(CH2)5-COOEt
>i) reaction does not proceeds in pyridine solution (rt and 60 oC);
>ii) the same in CH2Cl2 in the presence of TEA;
>iii) in the presence of NaH in MeCN solution amide
> BrCH2-(CH2)5-CONH-(CH2)6-COOMe is formed.
>
>Thank in advance.
> Viesturs Lusis
>
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