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Keith Printy

A good THP-protection protocol for -OH

Albert Donnay  Follow
Why are you using THP group?

Benzyl, BOM, MEM, MOM, TBS, TBDPS, SEM... see Theodora Greene

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Amar Bashyal  Follow
I don't know the answer to your question, but as an experimentalist, if I was observing self condensation of my reagent, I'd reduce the stoichiometry or I'd add it slowly.

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David Ihnen  Follow
I use THP because it is hard to de-protect this -OH (if other protective group is used) and the protection is required as the reaction condition is way too hard for this molecule to survive.

The Green's book is a great one but I did not find  any information about DHP by-products I see in my reaction mixture in there. It should be ascribed-discussed somewhere I believe, but I still could not find such paper etc.

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Chris Fox  Follow
What is your compound structure?

What other functional groups are present?

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Brian Jones  Follow
It is not important. It has only one naked -OH and by-products are from DHP self condensation. I am going to reduce temp. down to 0°C or so on. I feel this should help as  DHP reacts with -OH much faster than with DHP.

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