N,N′-Bis-tert-butoxycarbonylthiourea
- Product Name
- N,N′-Bis-tert-butoxycarbonylthiourea
- CAS No.
- 145013-05-4
- Chemical Name
- N,N′-Bis-tert-butoxycarbonylthiourea
- Synonyms
- Diboc-thiourea;BIS-BOC-THIOUREA;1,3-Di-Boc-thiourea;N,Nμ-Di-Boc-thiourea;N,N'-Di-Boc-thiourea;N,N`-Di-Boc-thiourea,97%;N,N'-Di-Boc-thiourea 97%;Bis-Boc-thiourea Novabiochem;-BIS-TERT-BUTOXYCARBONYLTHIOUREA;N,N′-Di-Boc-thiourea
- CBNumber
- CB8146645
- Molecular Formula
- C11H20N2O4S
- Formula Weight
- 276.35
- MOL File
- 145013-05-4.mol
N,N′-Bis-tert-butoxycarbonylthiourea Property
- Melting point:
- 131-135 °C(lit.)
- Density
- 1.152
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- pka
- 5.55±0.70(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- InChI
- 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)
- InChIKey
- CSOJECDGWHHWRS-UHFFFAOYSA-N
- SMILES
- C(C)(C)(C)OC(=O)NC(=S)NC(=O)OC(C)(C)C
Safety
- Safety Statements
- 24/25
- WGK Germany
- 3
- HS Code
- 29302000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 531820
- Product name
- N,N′-Di-Boc-thiourea
- Purity
- 97%
- Packaging
- 1g
- Price
- $92.9
- Updated
- 2023/06/20
- Product number
- 531820
- Product name
- N,N′-Di-Boc-thiourea
- Purity
- 97%
- Packaging
- 5g
- Price
- $321
- Updated
- 2023/06/20
- Product number
- B4559
- Product name
- 1,3-Bis(tert-butoxycarbonyl)thiourea
- Purity
- >98.0%(N)
- Packaging
- 1g
- Price
- $204
- Updated
- 2025/07/31
- Product number
- B4559
- Product name
- 1,3-Bis(tert-butoxycarbonyl)thiourea
- Purity
- >98.0%(N)
- Packaging
- 5g
- Price
- $815
- Updated
- 2025/07/31
- Product number
- D493705
- Product name
- N,N''-Di(tert-butoxycarbonyl)thiourea
- Packaging
- 5g
- Price
- $450
- Updated
- 2021/12/16
N,N′-Bis-tert-butoxycarbonylthiourea Chemical Properties,Usage,Production
Chemical Properties
White to off-white solid
Uses
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.
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.
Uses
N,N''-Di(tert-butoxycarbonyl)thiourea is used in the preparation of bis-imidazoline diphenyl derivatives as α1-adrenoceptor antagonists.
Synthesis
24424-99-5
17356-08-0
145013-05-4
GENERAL METHOD: To an anhydrous tetrahydrofuran (120 mL) solution of thiourea (500 mg, 6.58 mmol) was slowly added a suspension of 60% sodium hydride in mineral oil (1184 mg, 29.61 mmol) at 0 °C under argon protection. The reaction mixture was stirred at room temperature for 30 min to ensure complete formation of the anion and subsequently cooled to 0°C. At this temperature, di-tert-butyl dicarbonate (3155 mg, 14.47 mmol) was added dropwise. The reaction mixture was stirred at room temperature overnight and then cooled to 0 °C again. Water (20 mL) was added slowly and dropwise to quench the reaction. The aqueous phase was extracted with ethyl acetate (3 x 50 mL). The combined organic phases were washed sequentially with brine (30 mL) and water (30 mL) and dried with anhydrous magnesium sulfate. After removal of the solvent under reduced pressure, purification by cold hexane grinding gave N,N'-di-Boc-thiourea as a white crystalline solid (1019 mg, 90% yield). The product has a melting point of 120-122°C and a clear melting range.1H NMR (400 MHz, CDCl3) data: δ 1.57 (s, 18H, CH3, Boc), 3.93 (br s, 2H, NH).
References
[1] Chemistry - A European Journal, 2016, vol. 22, # 9, p. 3009 - 3018
[2] Tetrahedron Letters, 1992, vol. 33, # 40, p. 5933 - 5936
[3] Tetrahedron Letters, 2013, vol. 54, # 30, p. 3982 - 3984
[4] Patent: US2018/127358, 2018, A1. Location in patent: Paragraph 0202; 0203
[5] Journal of Organic Chemistry, 2001, vol. 66, # 12, p. 4206 - 4213
N,N′-Bis-tert-butoxycarbonylthiourea Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from N,N′-Bis-tert-butoxycarbonylthiourea manufacturers
- Product
- N,N'-BIS-TERT-BUTOXYCARBONYLTHIOUREA 145013-05-4
- Price
- US $1.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 99%
- Supply Ability
- 1000KGS
- Release date
- 2019-12-19