147334-89-2

Basic information

• Product Name: stevastelin B
• Synonyms: stevastelin B
• CAS NO: 147334-89-2
• Molecular Formula: C34H61N3O9
• Molecular Weight: 655.86284
• Mol File: 147334-89-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 895.4°Cat760mmHg
• Flash Point: 495.3°C
• Appearance: /
• Density: 1.111g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.508
• PKA: 12.15±0.70(Predicted)
• CAS DataBase Reference: stevastelin B(CAS DataBase Reference)
• NIST Chemistry Reference: stevastelin B(147334-89-2)
• EPA Substance Registry System: stevastelin B(147334-89-2)

Safety Data

• Hazardous Substances Data: 147334-89-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C34H61N3O9/c1-8-10-11-12-13-14-15-16-17-18-19-20-26(40)22(3)28(41)23(4)30(42)37-29(34(6,7)9-2)32(44)36-27(24(5)39)31(43)35-25(21-38)33(45)46/h9,21-29,39-41H,2,8,10-20H2,1,3-7H3,(H,35,43)(H,36,44)(H,37,42)(H,45,46)/t22-,23-,24-,25+,26-,27+,28-,29-/m1/s1

Upstream product

• 350817-29-7 (2R,3R,4R,5R)-5-{(S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid pentafluorophenyl ester 
• 350817-27-5 (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester 
• 350817-16-2 (S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionic acid (R)-1-((1R,2S,3S)-2-hydroxy-1,3-dimethyl-pent-4-enyl)-tetradecyl ester 
• 467224-50-6 (2R,3R,4R,5R)-5-{(S)-2-[(2S,3R)-2-((S)-2-Amino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-3-benzyloxy-propionyloxy}-3-hydroxy-2,4-dimethyl-octadecanoic acid 
• 183874-37-5 Boc-Val-Thr-OH 
• 69541-82-8 N-(tert-butoxycarbonyl)valine-O-benzyl-L-threonine benzyl ester 
• 13734-41-3 t-Boc-L-valine 
• 623936-79-8 (E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-octadec-2-enoic acid methyl ester 
• 623936-80-1 (E)-(4R,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-4-methyl-octadec-2-en-1-ol 
• 467224-48-2 (S)-3-Benzyloxy-2-[(2S,3R)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-3-hydroxy-butyrylamino]-propionic acid (R)-1-[(S)-1-((4S,5S)-2,2,5-trimethyl-[1,3]dioxan-4-yl)-ethyl]-tetradecyl ester 
• 467224-49-3 N-[(1,1-dimethylethoxy)carbonyl]-L-valyl-L-threonyl-O-(phenylmethyl)-L-serine (1R)-1-[(1R,2S,3S)-2,4-dihydroxy-1,3-dimethylbutyl]tetradecyl ester 
• 867039-05-2 (2S,3S,4R,5R)-5-{[(tert-butyl)(dimethyl)silyl]oxy}-2,4-dimethyloctadecane-1,3-diol 
• 452956-79-5 2,2-Dimethyl-propionic acid (2R,3R)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-hexadecyl ester 
• 452956-80-8 (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-hexadecan-1-ol 

Downstream Products

• 1026629-11-7 Benzoic acid (2S,3S,4S,5R)-3,5-dihydroxy-2,4-dimethyl-octadecyl ester 

Relevant articles and documents

Synthetic studies on stevastelins. 1. Total synthesis of stevastelins B and B3

The synthesis of stevastelin B3 (2) and B (5) are described. In a first approach, epoxy cyclodepsipeptide 8 was considered as a promising candidate for the synthesis of the [15]-membered ring members of the stevastelins; however, the oxirane ring opening,

Total synthesis of stevastelin B, a novel immunosuppressant

Total synthesis of stevastelin B is described. Evans asymmetric aldol methodology and Roush asymmetric allylation were used to construct four consecutive stereo-centers on the octadecanoic acid moiety of stevastelin B. Subsequent coupling with a dipeptide