6-Bromo-1-hydroxyhexane-1,1-bisphosphonic Acid Monosodium Salt

Round 1

Reviewer 1 Report

In this manuscript, a method for the preparation of new bisphosphonate (BP) is presented. This new compound has potential for applications in several areas such as medicinal chemistry and materials development. Two methods for the synthesis of BP were employed. The first method (that was reported by Kiezcykowski et al.) has no success. The second used method was bisphosphonation using cathecolborane and P(OSiMe3)3 leading to the desired product with a yield of 50%. It might be helpful to add the references to both used methods and the yield of resulting product into the Results and Discussion.

Some other comments:

Lines 26, 36, 83: Please insert a space between a number and °C.

Line 40: Extra dot, amend to "(see Scheme 1)."

 

Line 73: A reference is missing.

Author Response

Thank you for the comments. Please see the attachment.

 

Author Response File: Author Response.pdf

Reviewer 2 Report

Comments:

The title product may be useful for further transformations. Author used the method of Lebreton et al.  (EJOC 2011, 7148). The desilylation reaction with MeOH is usually fast. I believe that overnight reaction is due to late time. 

Suggestions:
1) The synthesis is one-pot multi step. It would be good to show intermediates on scheme 1, like acyloxybenzodioxaborolane etc. Also the overall yield.
2) Check spelling (eg. Kieczykowski line 25, 33, catecholborane line 40, 41)
3) Missing reference at line 73.
4) Check style of references (initials, volumes).
5) Please check the mol structure. In my program (Argus) it looks strange.

 

Author Response

Thank you for the comments. Please see attachment.

Author Response File: Author Response.pdf