A total synthesis of cyclodepsipeptide [Leu]6-aureobasidin K using combination of solid- and solution-phase

A total synthesis of cyclodepsipeptide [Leu]6-aureobasidin K using combination of solid- and solution-phase

A total synthesis of cyclodepsipeptide [Leu]6-aureobasidin K using

combination of solid- and solution-phase

Andi Rahima, Ace Tatang Hidayata,b, Nurlelasaria, Desi Harnetia, Unang Supratmana,b,

and Rani Maharania,b,*

aDepartment of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran,

Jatinangor, West Java, Indonesia

bLaboratorium Sentral, Universitas Padjadjaran, Jatinangor, West Java, Indonesia

*Corresponding email : r.maharani@unpad.ac.id

Figure S1 Spectrum FT-IR of (R)-2-hydroxy-3-methylbutanoic acid 5

Figure S2 1H-NMR (500 MHz in CD3OD) of (R)-2-hydroxy-3-methylbutanoic acid 5

Figure S3 Spectrum FT-IR of (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)oxy)-3-methylbutanoic acid 7

Figure S4. 1H-NMR (500 MHz in CDCl3) of (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)oxy)-3-methylbutanoic acid 7

Figure S5 13C-NMR (125 MHz in CDCl3) (R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)oxy)-3-methylbutanoic acid 7

O O

O

Figure S6 Analytical RP-HPLC chromatogram of [Leu]6-Aureobasidin K 1

Conditions:

Eluent : ACN:water (Gradient, 20-80%) 13 minutes

λ 240 nm, v = 1 mL/min Stationary phase : LiChrosper C-18, PDA detectores

Retention times : 6.49 min

Figure S7 HR-TOF-MS-ES+ spectrum of [Leu]6-Aureobasidin K 1

Calculated mass : 1093.6673 [C59H90N8O10 + Na+]

Figure S8 1H-NMR (500 MHz in CD3OD) of [Leu]6-Aureobasidin K 1