Hypoxia-activated dna alkylating agent and medical use thereof

(canceled)

-10. (canceled)

-16. (canceled)

A method for preparing any one of the compounds of the following structure I, wherein the method comprises subjecting compound I-1 to a ring closure reaction to give the corresponding compound I:

• wherein each X is independently F, Cl, Br, or I.

(canceled)

(canceled)

A compound having the following structure I-1:

• wherein each X is independently F, Cl, Br, or I.

(canceled)

A method for preparing a compound of the following structure I-2, wherein the method comprises:

• reacting compound I-3 with TMSCF3 in contact;
• hydrolyzing after deprotection operation to obtain the racemic alcohols I-2-1 and I-2-4;
• and performing chiral resolution operation on the racemic alcohol I-2-1 to obtain chiral alcohol I-2-2 and chiral alcohol I-2-3, respectively,

(canceled)

A method for preparing a deuterated compound of the following structure I-4, wherein the method comprises subjecting compound I-5 to a ring closure reaction to give the corresponding compound I-4

• wherein each X is independently F, Cl, Br, or I;
• the ring closure reaction uses the silver oxide or silver nitrate as a catalyst, with or without the addition of an organic base.

A method for the preparation of a deuterated compound of the following structure I-5, wherein the method comprises first reacting a compound I-2 as the starting reactant to react with phosphorus oxychloride POCl3 respectively to obtain an intermediate, then second reacting the intermediate with the corresponding deuterated haloethanamine I-6 or the hydrohalide salt of deuterated haloethanamine, and finally obtaining the corresponding compound I-5:

• wherein each X is independently F, Cl, Br, or I;
• the halogen in the hydrohalide salt of the deuterated haloethylamine is the same as the halogen in the deuterated haloethylamine;
• the haloethylamine is bromoethylamine and the hydrohalide salt of the haloethylamine is the hydrobromide salt of the bromoethylamine.