Catalytic hydrogenation, Pd/C in solvent; work up by filtration.

Alternatively you could use a solid phase supported triphenylphosphine to do the Staudinger, then filter and remove the water in vacuo.

Do a Staudinger reduction with triethylphosphite in THF/H2O, the side products are water soluble.

My compound is also water soluble therfore staudinger reduction is not fesable.

Catalytic hydrogenation, Pd/C in solvent; work up by filtration.

Alternatively you could use a solid phase supported triphenylphosphine to do the Staudinger, then filter and remove the water in vacuo.

What's non-linear azide. btw?

I agree with Eric B. J. Harris, hydrogenation works fine, we did that many times. Depending of your azide, you need to run your reaction in a Parr. 

May be useful

Suresh

The following reference might be useful.The ref mentions about water soluble substrates.

a) Org. Lett., 2007, 9, 5159-5162

hello

this is the book that help you to give your answer

Organic Azides Syntheses and Applications Wiley 2010

you can find your answer in chapter 3 of this book

this book is download free 

Dear all,

these are good papers. Regards

Dear all;

this is the book recommanded by Dr. Sirous Ghorbani. Regards

Staudinger reaction with triphenyl phosphine.....

you can use zinc and ammonium chloride as reducing agent to convert azide to amine.

Triphenylphosphine in pyridine works well.

please check the following link

http://www.organic-chemistry.org/synthesis/N1H/reductionsazides.shtm

Azides are easily reduced amines by LiAlH4, NaBH4, NaBH4/LiCl, NaBH4/CoCl2/H2O, NaBH4/ZrCl4,Pd/C and H2, Mg or Ca in MeOH, Ni raney.

There are a lot of conditions, please check this book:

March's Advanced Organic Chemistry (Sixth Edition), page 1822.

Check the references given in the book.

you can use Trimethylphosphine in aqueous dioxane (8:2 dioxane:water) for 30-40 mins

or

DTT(2M)/DIPEA (1M) for 1.5-2 h

can we use lithium borohydride