Antifungal Compound Process

1 - 12 . (canceled)

13 . A process to prepare compound 1 or 1a, or a mixture thereof:

comprising reacting morpholine amide 2b:

with

to provide ketone 3,

wherein M is Mg or MgX, Li, AlX 2 ; and X is halogen, alkyl, or aryl; and

R 1 is halo or

14 . (canceled)

15 . The process of claim 14 , wherein M is Mg or MgX, and X is halogen.

16 . The process of claim 13 , further comprising amidation of ester 2:

with morpholine to provide morpholine amide 2b:

wherein each R 1 is independently halo or

17 . (canceled)

18 . The process of claim 13 , further comprising:

(i) arylating ketone 3,

to provide aryl-pyridine 1-4,

(ii) forming the epoxide of aryl-pyridine 1-4,

to provide epoxide 5,

(iii) ring-opening epoxide 5,

to provide amino-alcohol ±1-6,

(iv) enriching the enantiomeric purity of amino-alcohol ±1-6,

to provide enantio-enriched amino-alcohol 1-6* or 1-7*,

or a mixture thereof; and

(v) forming the tetrazole of enantio-enriched amino-alcohol 1-6* or 1-7*,

or a mixture thereof, to provide compound 1 or 1a,

or a mixture thereof;

wherein each R 1 is independently halo or

19 - 22 . (canceled)

23 . The process of claim 13 , further comprising:

(i) forming the epoxide of ketone 3,

to provide epoxide 4,

(iii) ring-opening epoxide 4,

to provide amino-alcohol ±4b,

(iii) enriching the enantiomeric purity of amino-alcohol ±4b,

to provide enantio-enriched amino-alcohol 4b or 4c:

or a mixture thereof;

(iv) arylating enantio-enriched amino-alcohol 4b or 4c,

or a mixture thereof, to provide enantio-enriched aryl-pyridine 1-6* or 1-7*,

or a mixture thereof; and

(v) forming the tetrazole of enantio-enriched aryl-pyridine 1-6* or 1-7*,

or a mixture thereof, to provide compound 1 or 1a,

or a mixture thereof;

wherein each R 1 is independently halo or

24 - 29 . (canceled)

30 . The process of claim 13 , further comprising:

(i) forming the epoxide of ketone 3,

to provide epoxide 4,

(ii) ring-opening epoxide 4,

to provide amino-alcohol ±4b,

(iii) enriching the enantiomeric purity of amino-alcohol ±4b,

to provide enantio-enriched amino-alcohol 4b or 4c:

or a mixture thereof;

(iv) forming the tetrazole of enantio-enriched amino-alcohol 4b or 4c:

or a mixture thereof, to provide tetrazole 21 or 21a,

or a mixture thereof; and

(v) arylating tetrazole 21 or 21a,

or a mixture thereof, to provide compound 1 or 1a,

or a mixture thereof;

wherein each R 1 is independently halo of

31 - 89 . (canceled)

90 . A process to prepare compound 1 or 1a, or a mixture thereof:

comprising

(i) displacing the morpholino portion of morpholine amide 2b,

to provide ketone 3,

(ii) forming the epoxide of ketone 3,

to provide epoxide 4,

(iii) ring-opening epoxide 4,

to provide amino-alcohol ±4b,

(iv) enriching the enantiomeric purity of amino-alcohol ±4b,

to provide enantio-enriched amino-alcohol 4b or 4c:

or a mixture thereof;

(v) forming the tetrazole of enantio-enriched amino-alcohol 4b or 4c:

or a mixture thereof, to provide tetrazole 21 or 21a,

or a mixture thereof; and

(vi) arylating tetrazole 21 or 21a,

or a mixture thereof, to provide compound 1 or 1a,

or a mixture thereof;

wherein each R 1 is independently halo or

91 . A process to prepare compound 1 or 1a, or a mixture thereof:

comprising

(i) displacing the morpholino portion of morpholine amide 2b,

to provide ketone 3,

(ii) forming the epoxide of ketone 3,

to provide epoxide 4,

(iii) ring-opening epoxide 4,

to provide amino-alcohol ±4b,

(iv) enriching the enantiomeric purity of amino-alcohol ±4b,

to provide enantio-enriched amino-alcohol 4b or 4c:

or a mixture thereof;

(v) arylating enantio-enriched amino-alcohol 4b or 4c,

or a mixture thereof, to provide enantio-enriched aryl-pyridine 1-6* or 1-7*,

or a mixture thereof; and

(vi) forming the tetrazole of enantio-enriched aryl-pyridine 1-6* or 1-7*,

or a mixture

thereof, to provide compound 1 or 1a,

or a mixture thereof;

wherein each R 1 is independently halo or