Did you try the latest version of WinSCP?
What server is that?
Are you using SCP protocol? Did you try SFTP?
1.WinScp Version 5.5.1 (Build 3970)
2.ls /card/user/sinumerik/data/prog
--> dr-xrwsr-x 3 operator1 operator 4096 Mar 4 8:44 .
dr-xrwsr-x 7 operator1 operator 4096 Mar 3 14:31 ..
drwxrwsr-x 2 manufact operator 4096 Mar 3 15:01 CHRIS
3.put "D:\0528\D2R1_PCDRB.MPF" /card/user/sinumerik/data/prog/D2R1_PCDRB.MPF
--> copy file OK
4.ls /card/user/sinumerik/data/prog
--> dr-xrwsr-x 3 operator1 operator 4096 Mar 4 8:44 .
dr-xrwsr-x 7 operator1 operator 4096 Mar 3 14:31 ..
drwxrwsr-x 2 manufact operator 4096 Mar 3 15:01 CHRIS
-rw-rwSr-- 1 manufact operator 661907690 Jan 7 2019 D2R1_PCDRB.MPF
5.put "D:\0528\T5_D1R05_PCDRB.MPF" /card/user/sinumerik/data/prog/T5_D1R05_PCDRB.MPF
--> copy file OK
6.ls /card/user/sinumerik/data/prog
--> Error listing directory '/card/user/sinumerik/data/prog'
Unexpected directory listing line '-rw-rwSr-- 1 manufact operator1036430524 Feb 21 2017 T5_D1R05_PCDRB.MPF'
<A>bort ,<R>etry ,<Skip>
7. So what is the reason of the error (step6)? Could be WinSCP setting or command?
Thank you very much.