Re: ORGLIST: Surprising Not working N-boc-pyrrolidin3-one from N-Boc-Pyrrolin-3-ol

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From: Sengen Sun (sengensun$##$yahoo.com)
Date: Fri Oct 13 2006 - 13:46:08 EDT

Just keep trying more things. It should work. Just had
a quick check of MDL Rxbrowser, there are 49 similar
examples of the similar reactions:
1. NCS/PH-S-NH-tBu; Tetrahedron 2003, 59(35),
6739-6750
2. Ph-I(O-Ac)2/TEMPO; Chem Commun 2003, 1688-1689
3. (PyH)2Cr2O7/DMF; Tetrahedron Lett 1995, 36(28),
5081-4
4.Pr4N-RuO4; Tetrahedron Lett 2001, 42(49) 8571-8573.

Good luck

Sengen

--- "Dr.Tushar" <rajtush$##$yahoo.com> wrote:

> Dear All,
>
> We are trying to oxidize N-pyrrolidin-3-ol to
> N-Boc-pyrrolidinone. But unfortunately we remain
> unsuccessful with alomost all procedure like swern,
> Moffet, mofet-pfizner, with Dess-Martin, PCC, jones
> regaent( Only for Pyroldin-3-ol). B
>
> I cant undesr stand why this is happening, I have
> tried everything for drying starting material and
> solvents but no success.
>
> Can anybody has idea Why this is happening and can
> anybody suggest how to prepare N-Boc-Pyrrolin-3-ol
>
>
>
>
> Dr.Rajtush
>
>
>
>
> Dr.Tushar Mehta
> B1/196, Siddharth Banglows,
> Amitnagar-Sawali road,
> Karelibaug,
> Vadodara-390022
> India
> Contact:+91-0265-5505787 (R)
> +91-079-26851703/26853068 (O)
> Email:rajtush$##$yahoo.com
> :rajtush$##$sancharnet.in
>
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