ChemicalBook > CAS DataBase List > 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE

1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE

Product Name: 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE
CAS No.: 154476-57-0
Chemical Name: 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE
Synonyms: Di-Boc-Guanidine;N,N'-Di-Boc-guanidine;Guanfacine Impurity 18;N,N'-DI(TERT-BUTOXYCARBONYL)GUANIDINE;1,3-Bis(Tert-butyoxycarbonyl)guanidine;N,N'-Bis(tert-butoxycarbonyl)guanidine;1,3-Bis(tert-butoxycarbonyl)guanidine 98%;1,3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE, 9 8%;1,3-Bis(tert-butoxycarbonyl)guanidine;C,C'-Bis(tert-butyl) N,N'-(carbonimidoyl)bis[carbamate
CBNumber: CB5504376
Molecular Formula: C11H21N3O4
Formula Weight: 259.3
MOL File: 154476-57-0.mol

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1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE Property

Melting point:: 141-144 °C(lit.)
Density: 1.13±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
pka: 8.24±0.46(Predicted)
Appearance: White to off-white Solid

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 496871
Product name: 1,3-Bis(tert-butoxycarbonyl)guanidine
Purity: 98%
Packaging: 5g
Price: $218
Updated: 2025/07/31

TRC

Product number: D422878
Product name: N,N''-Di-Boc-guanidine
Packaging: 50mg
Price: $45
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB74810
Product name: 1,3-Bis(tert-butoxycarbonyl)guanidine
Packaging: 1g
Price: $55
Updated: 2021/12/16

ChemScene

Product number: CS-W014073
Product name: 1,3-Bis(tert-butoxycarbonyl)guanidine
Packaging: 1g
Price: $72
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB74810
Product name: 1,3-Bis(tert-butoxycarbonyl)guanidine
Packaging: 2g
Price: $86
Updated: 2021/12/16

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1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE Chemical Properties,Usage,Production

Uses

1,3-Bis(tert-butoxycarbonyl)guanidine may be used to produce a guanidinyl derivative during the multi-step synthesis of (-)-crispine E. It may also be used as a reagent during the preparation of 1,6-diphenylnaphthalenes.

General Description

1,3-Bis(tert-butoxycarbonyl)guanidine is a guanidine derivative. The synthesis of N-substituted 2-aminoimidazole inhibitors using 1,3-bis(tert-butoxycarbonyl)guanidine has been reported.

Synthesis

24424-99-5

50-01-1

332882-82-3

General procedure for the synthesis of the compound (CAS: 332882-82-3) from di-tert-butyl dicarbonate and guanidinium hydrochloride: guanidinium hydrochloride (12.3 g, 128 mmol) and sodium hydroxide (20.8 g, 519 mmol) were dissolved in water (125 mL) and 1,4-dioxane (250 mL) was added. The mixture was cooled to 0 °C and di-tert-butyl dicarbonate (62.9 g, 288 mmol) was added slowly. The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the solution was concentrated under vacuum to one-third of its initial volume. Water (150 mL) was added to the concentrate and extracted with ethyl acetate (3 x 80 mL). The organic phases were combined and washed sequentially with 10% aqueous citric acid (1 × 100 mL), water (1 × 100 mL) and saturated saline (1 × 100 mL). The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to obtain the crude product. The crude product was purified by rapid chromatography on silica gel (elution gradient: 100% dichloromethane to dichloromethane/methanol 95:5). N,N'-Di-Boc-protected guanidine was finally obtained as a white powder (30.54 g, 91% yield). The structure of the product was confirmed by the following characterization data: 1H NMR (300 MHz, DMSO-d6) δ 10.42 (s, 1H), 8.47 (s, 1H), 1.37 (s, 18H); 13C NMR (75.5 MHz, CDCl3) δ 158.3, 82.3, 28.1; IR (CHCl3) ν 3407, 3124 , 2976, 2930, 1792, 1641, 1549, 1453, 1397, 1365, 1128, 1153 cm-1.

References

[1] Patent: US9809621, 2017, B2. Location in patent: Page/Page column 31; 32
[2] Research on Chemical Intermediates, 2018, vol. 44, # 3, p. 1811 - 1832
[3] Journal of Organic Chemistry, 1998, vol. 63, # 12, p. 3804 - 3805
[4] Chemistry - A European Journal, 2014, vol. 20, # 32, p. 9910 - 9913
[5] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 564 - 570

1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd

Product: 1,3-Bis(tert-butoxycarbonyl)guanidine 154476-57-0
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

Career Henan Chemical Co

Product: 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE 154476-57-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: ≥98%
Supply Ability: 200kg
Release date: 2019-08-30

154476-57-0, 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINERelated Search:

MaleiMidocaproic acid hydrazide-HCl 1 3-DI-BOC-2-(CARBOXYMETHYL)GUANIDINE 2-(2-AMINOETHYL)-1 3-DI-BOC-GUANIDINE 1,3-DI-BOC-2-(TRIFLUOROMETHYLSULFONYL)GUANIDINE N,N'-BIS-BOC-N''-AMINOETHOXYGUANIDINE 1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE FMOC-L-PHE(4-GUANIDINO-BOC2)-OH FMOC-ARG(BOC)2-OH 1 3-DI-BOC-2-(2-HYDROXYETHYL)GUANIDINE

tert-butyl N-({[(tert-butoxy)carbonyl]amino}methanimidoyl)carbamate

1,3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE, 9 8%

N,N'-DI(TERT-BUTOXYCARBONYL)GUANIDINE

N,N'-Bis(tert-butoxycarbonyl)guanidine

1,3-Bis(Tert-butyoxycarbonyl)guanidine

1,3-Bis(tert-butoxycarbonyl)guanidine 98%

Carbamic acid, N,N'-(carbonimidoyl)bis-, C,C'-bis(1,1-dimethylethyl) ester

Di-Boc-Guanidine

tert-butyl (NE)-N-[amino-[(2-methylpropan-2-yl)oxycarbonylamino]methylidene]carbamate

C,C'-Bis(1,1-dimethylethyl) N,N'-(carbonimidoyl)bis[carbamate

Guanfacine Impurity 18

N,N'-Di-Boc-guanidine

1,3-Bis(<i>tert</i>-butoxycarbonyl)guanidine

C,C'-Bis(tert-butyl) N,N'-(carbonimidoyl)bis[carbamate

154476-57-0

HNCNHCO2CCH332

Guanidines

Nitrogen Compounds

Organic Building Blocks