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
1,3-Bis(Tert-butyoxycarbonyl)guanidine;Di-Boc-Guanidine;N,N'-Di-Boc-guanidine;Guanfacine Impurity 18;N,N'-DI(TERT-BUTOXYCARBONYL)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
More
Less

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
InChI
1S/C11H21N3O4/c1-10(2,3)17-8(15)13-7(12)14-9(16)18-11(4,5)6/h1-6H3,(H3,12,13,14,15,16)
InChIKey
VPWFNCFRPQFWGS-UHFFFAOYSA-N
SMILES
CC(C)(C)OC(=O)NC(=N)NC(=O)OC(C)(C)C
More
Less

Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
More
Less

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.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
496871
Product name
1,3-Bis(tert-butoxycarbonyl)guanidine
Purity
98%
Packaging
5g
Price
$232
Updated
2026/04/30
Matrix Scientific
Product number
207510
Product name
1,3-Bis(tert-butoxycarbonyl)guanidine
Packaging
5.00g
Price
$125
Updated
2026/05/18
aablocks
Product number
AA003DFC
Product name
N,N'-Bis(tert-butoxycarbonyl)guanidine
Purity
95%
Packaging
250mg
Price
$8
Updated
2026/05/28
aablocks
Product number
AA003DFC
Product name
N,N'-Bis(tert-butoxycarbonyl)guanidine
Purity
95%
Packaging
1g
Price
$19
Updated
2026/05/28
aablocks
Product number
AA003DFC
Product name
N,N'-Bis(tert-butoxycarbonyl)guanidine
Purity
95%
Packaging
5g
Price
$30
Updated
2026/05/28
More
Less

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

More
Less

1 3-BIS(TERT-BUTOXYCARBONYL)GUANIDINE Suppliers

Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44802
Advantage
61
Suzhou Highfine Biotech Co., Ltd
Tel
0512-68311833 13771732418
Fax
0512-68417696
Email
chenmengqi@highfine.com
Country
China
ProdList
473
Advantage
75
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9300
Advantage
66
Adamas Reagent, Ltd.
Tel
400-6009262 15618770481
Fax
021-64823266
Email
yhx@titansci.com
Country
China
ProdList
14100
Advantage
59
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
marketing@accelachem.com
Country
China
ProdList
10977
Advantage
64
NOTA Chemical (Shanghai) Co.,Ltd
Tel
021-50189163
Fax
021-51687927
Email
sales@notachem.com
Country
China
ProdList
209
Advantage
64
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070 13770331960
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
16100
Advantage
64
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
6387
Advantage
52
Shanghai Jian Chao Chemical Technology Co., Ltd.
Tel
150-2103-5486 18017383231
Fax
qq:2817624287
Email
983544897@qq.com
Country
China
ProdList
9340
Advantage
55
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 13167063860
Fax
021-50323701
Email
anhua.mao@aladdin-e.com
Country
China
ProdList
29974
Advantage
65
More
Less

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:


  • 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-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
  • 1,3-Bis(Tert-butyoxycarbonyl)guanidine
  • 154476-57-0
  • HNCNHCO2CCH332
  • Guanidines
  • Nitrogen Compounds
  • Organic Building Blocks