ORGLIST: 1. sulfonamide synth and alcohol protection (Jason Smith)

Date view Thread view Subject view Author view Attachment view

From: jiwe zou (jiwen_zou$##$yahoo.com)
Date: Sat Aug 06 2005 - 12:22:54 EDT


Hi, Jason:
 
You may want to protect the amine by Cbz and then protect the alcohol by chlorotrialkylsilane, finally deprotect Cbz with hydrogenation to get your desired intermediate
 
Good Luck!
 
John Zou
Mariano Lab
Department of Chemistry
University of New Mexico

everybody-request$##$orglist.net wrote:
Send Everybody mailing list submissions to
everybody$##$orglist.net

To subscribe or unsubscribe via the World Wide Web, visit
http://two.pairlist.net/mailman/listinfo/everybody
or, via email, send a message with subject or body 'help' to
everybody-request$##$orglist.net

You can reach the person managing the list at
everybody-owner$##$orglist.net

When replying, please edit your Subject line so it is more specific
than "Re: Contents of Everybody digest..."


Today's Topics:

1. sulfonamide synth and alcohol protection (Jason Smith)
2. Preparation of Chromotropic Acid Disodium salt.
(Chhaganbhai Madhubhai)


----------------------------------------------------------------------

Message: 1
Date: Sat, 6 Aug 2005 22:14:29 +1000
From: "Jason Smith"
Subject: ORGLIST: sulfonamide synth and alcohol protection
To:
Message-ID:
Content-Type: text/plain; format=flowed; charset="iso-8859-1";
reply-type=original

I am looking for a procedure for creating a sulfonamide using
p-Acetamidobenzenesulfonyl chloride (ABS) and 1-amino-2-propanol and
3-aminopropanol. My obvious concern is reaction of the sulfonyl chloride
with the hydroxyl group. I would be very much appreciative of any
suggestions you may have.
Currently I have already rejected the use of allylamine.
I thought of using a chlorotrialkylsilane however I would assume that
there is a high risk of the amine reacting with such a species and these
could not be easily seperated. I have investigated Dihydropyran however will
most likely not be able to wait for shipping and likewise for MEM chloride.
I am wondering perhaps if anyone has used the procedure using protonated
amines and 2-nitrobenzenesulfonyl chloride ( R. N. Salvatore et al.
tetrahedron 57 (2001), pg 7792) where the amine adds to S. This procedure is
described for monoalkylation of amine but i would curious to know if you
think it could be adapted for ABS.


------------------------------

Message: 2
Date: Sat, 6 Aug 2005 07:24:43 +0100 (BST)
From: Chhaganbhai Madhubhai
Subject: ORGLIST: Preparation of Chromotropic Acid Disodium salt.
To: everybody$##$orglist.net
Message-ID: <20050806062443.76282.qmail$##$web8502.mail.in.yahoo.com>
Content-Type: text/plain; charset="iso-8859-1"

Dear Friends,

I want to make small quantity of Disodium salt of Chromotropic Acid
every month of 50Kg..for my captive consumption..so I neeed your
help, How to make the the Disodium salt of Chromotropic Acid from
Chromotropic Acid???
I have seen there are two Hydroxy group and two Sulfonate group..
I want that -Na - group on Sulfonate..and to protect the _OH
Hydroxy group..can any body knows the process or know how ? how to make
Disodium Salt of Chromotropic Acid...?
Thanks and Regards in Advance to all Dear Friends.
C.M.Barvaliya
Genius Organic Products.
cmb_92002$##$yahoo.co.in.



---------------------------------
How much free photo storage do you get? Store your friends n family photos for FREE with Yahoo! Photos.
http://in.photos.yahoo.com
-------------- next part --------------
An HTML attachment was scrubbed...
URL: http://two.pairlist.net/pipermail/everybody/attachments/20050806/ca88e5e6/attachment-0001.html

------------------------------

_______________________________________________
ORGLIST - Organic Chemistry Mailing List
Website / Archive / FAQ: http://www.orglist.net
To post a message (TO EVERYBODY) send to everybody$##$orglist.net
To unsubscribe, send to everybody-request$##$orglist.net the message: unsubscribe your_orglist_password your_address
List coordinator: Joao Aires de Sousa (coordinator$##$orglist.net)

End of Everybody Digest, Vol 11, Issue 5
****************************************

                
---------------------------------
 Start your day with Yahoo! - make it your home page

_______________________________________________
ORGLIST - Organic Chemistry Mailing List
Website / Archive / FAQ: http://www.orglist.net
To post a message (TO EVERYBODY) send to everybody$##$orglist.net
To unsubscribe, send to everybody-request$##$orglist.net the message: unsubscribe your_orglist_password your_address
List coordinator: Joao Aires de Sousa (coordinator$##$orglist.net)



Date view Thread view Subject view Author view Attachment view

This archive was generated by hypermail 2.1.4 : Thu Feb 18 2010 - 16:58:09 EST