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Merck
CN

941026

Riboflavin, 2′,3′,4′,5′-tetraacetate

>95%, solid, powder or crystals

Synonym(s):

(2R,3S,4S)-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentane-1,2,3,4-tetrayl tetraacetate, 2′,3′,4′,5′-tetraacetate, RFTA, Riboflavin, Riboflavin Tetraacetate

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About This Item

Empirical Formula (Hill Notation):
C25H28N4O10
CAS Number:
752-13-6
Molecular Weight:
544.51
NACRES:
NA.21
Assay:
>95%
Form:
powder or crystals, solid

Key Documents

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Product Name

Riboflavin, 2′,3′,4′,5′-tetraacetate, >95%

InChI

InChI=1S/C25H28N4O10/c1-11-7-17-18(8-12(11)2)29(23-21(26-17)24(34)28-25(35)27-23)9-19(37-14(4)31)22(39-16(6)33)20(38-15(5)32)10-36-13(3)30/h7-8,19-20,22H,9-10H2,1-6H3,(H,28,34,35)/t19-,20+,22-/m0/s1

InChI key

VKVDYPHLGLIXAG-VWPQPMDRSA-N

SMILES string

O=C(N1)C2=NC3=CC(C)=C(C)C=C3N(C[C@H](OC(C)=O)[C@@H]([C@H](OC(C)=O)COC(C)=O)OC(C)=O)C2=NC1=O

assay

>95%

form

powder or crystals, solid

reaction suitability

reagent type: catalyst
reaction type: Photocatalysis

storage condition

dry at room temperature, protect from light

color

light yellow to dark yellow

Quality Level

100

General description

Riboflavin, 2′,3′,4′,5′-tetraacetate is the acetate-protected derivative of riboflavin (vitamin B2) a vitamin found in food and used as a dietary supplement.

Application

Riboflavin, 2′,3′,4′,5′-tetraacetate has been used as a photocatalyst for the ring-opening of cyclic amines.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000452661
0000452661

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David M Soro et al.
Journal of the American Chemical Society, 145(20), 11245-11257 (2023-05-12)
Described herein are studies toward the core modification of cyclic aliphatic amines using either a riboflavin/photo-irradiation approach or Cu(I) and Ag(I) to mediate the process. Structural remodeling of cyclic amines is explored through oxidative C-N and C-C bond cleavage using

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