133941-75-0

Basic information

• Product Name: 24,32-Bis-O-(tert-butyldimethylsilyl)-FK-506
• Synonyms: 24,32-Bis-O-(tert-butyldimethylsilyl)-FK-506;24,32-Bis-O-(tert-butyldiMethylsilyl) TacroliMus;24,33-Bis-O-(tert-butyldimethylsilyl)-FK-506
• CAS NO: 133941-75-0
• Molecular Formula: C₅₆H₉₇NO₁₂Si₂
• Molecular Weight: 1032.53988
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 133941-75-0.mol

Chemical Properties

• Boiling Point: 899.3±75.0 °C(Predicted)
• Appearance: /
• Density: 1.08±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 9.96±0.70(Predicted)
• CAS DataBase Reference: 24,32-Bis-O-(tert-butyldimethylsilyl)-FK-506(CAS DataBase Reference)
• NIST Chemistry Reference: 24,32-Bis-O-(tert-butyldimethylsilyl)-FK-506(133941-75-0)
• EPA Substance Registry System: 24,32-Bis-O-(tert-butyldimethylsilyl)-FK-506(133941-75-0)

Safety Data

• Hazardous Substances Data: 133941-75-0(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid (Foam)

Uses

Protected form of FK-506 (Tacrolimus)

Upstream product

• 104987-11-3 Tacrolimus 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 1896-61-3 methyl-tris(p-toluylphenyl)phosphonium iodide 
• 69739-34-0 t-butyldimethylsiyl triflate 

Downstream Products

• 137730-33-7 24-OTBDMS-FK₅₀₆ 
• 137071-17-1 C₅₁H₈₅NO₁₂Si 
• 133941-30-7 24,33-Bis-(t.butyl-dimethylsilyl)-9(R)-dihydro-FK 506 
• 133941-30-7 24,33-Bis-(t.butyl-dimethylsilyl)-9(S)-dihydro-FK 506 
• 104987-11-3 Tacrolimus 

Relevant articles and documents

Storable arylpalladium(II) reagents for alkene labeling in aqueous media

We show that arylpalladium(II) reagents linked to biotin and indocyanine dye residues can be prepared by decarboxylative palladation of appropriately substituted electron-rich benzoic acid derivatives. When prepared under the conditions described, these organometallic intermediates are tolerant of air and water, can be stored for several months in solution in dimethyl sulfoxide, and permit biotin- and indocyanine dye-labeling of functionally complex olefinic substrates in water by Heck-type coupling reactions.

Rapid synthesis of 11C-labeled FK506 for positron emission tomography

The present study describes a rapid synthesis method for labeled [11C]FK506 for positron emission tomography (PET). A one-pot reaction from [11C]CH3I, involving a Wittig reaction as the key carbon-carbon bond formation was developed. The chemical process was accomplished using a designed, fully automated synthetic apparatus, and an injectable solution of [11C]FK506 was obtained in only 34 min from [11C]CH3I. The decay-corrected radiochemical yield based on [11C]CH3I was 11.9%, and the specific activity was 39.8 GBq/μmol.

Regio- and stereoselective preparation of ascomycin-d1 and FK 506-d1

The immunosuppressive macrolides ascomycin 1 and FK 506 2 were stereoselectively deuteriated at C(32) using Curran's radical translocating method. Both AIBN and Et3B/O2 were tested as radical initiator for the radical translocation/reduction step with Bu3SnD as reducing agent. Despite only minor structural differences, ascomycin and FK 506 showed remarkably different behaviour under the radical translocation/reduction conditions. Higher stereoselectivities were observed with Et3B/O2 as initiator, presumably due to lower reaction temperatures applied in this case. Copyright

Highly selective reactions of FK506 with diazomethane

Three modes of diazomethane reactivity, namely oxirane formation, O-methylation and cyclopropanation, can be accomplished with excellent selectivity on the multifunctional molecule FK506.