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531820

Sigma-Aldrich

N,N′-Di-Boc-thiourea

97%

Synonym(s):

N,N′−Di-(tert-butoxycarbonyl)thiourea, N,N′-Bis-tert-butoxycarbonylthiourea

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About This Item

Linear Formula:
((CH3)3COCONH)2CS
CAS Number:
Molecular Weight:
276.35
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

mp

131-135 °C (lit.)

functional group

amine
thiourea

SMILES string

CC(C)(C)OC(=O)NC(=S)NC(=O)OC(C)(C)C

InChI

1S/C11H20N2O4S/c1-10(2,3)16-8(14)12-7(18)13-9(15)17-11(4,5)6/h1-6H3,(H2,12,13,14,15,18)

InChI key

CSOJECDGWHHWRS-UHFFFAOYSA-N

General description

N,N′-Di-Boc-thiourea (N,N′-di-Boc-substituted thiourea), also known as di-Boc-thiourea is a thioacylating agent for preparing thiocarbonyl compounds.

Application

N,N′-Di-Boc-thiourea (di-Boc protected thiourea) may be used as a guanylating agent for the synthesis of guanidines, via guanylation of amines in the presence of Mukaiyama′s reagent as a promoter.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Recent developments in guanylating agents.
Katritzky AR and Rogovoy BV.
ARKIVOC (Gainesville, FL, United States), 4, 49-87 (2005)
N, N'-Di-Boc-substituted thiourea as a novel and mild thioacylating agent applicable for the synthesis of thiocarbonyl compounds.
Yin BL, et al.
Synthesis, 2010(06), 991-999 (2010)

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