[ CAS No. 216584-22-4 ] {[proInfo.proName]}

Name: 216584-22-4|N,N',N''-Tri-boc-guanidine|98%
Brand: Ambeed
SKU: A548109
Rating: 92 (22 reviews)

,{[proInfo.pro_purity]}

Cat. No.: {[proInfo.prAm]}

2D 3D

Structure of 216584-22-4 * Storage: {[proInfo.prStorage]}

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

For Research Only 110K+ Compounds Competitive Price 1-2 Day Shipping

Quality Control of [ 216584-22-4 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 216584-22-4 ]

SDS Specification

Alternatived Products of [ 216584-22-4 ]

Product Details of [ 216584-22-4 ]

CAS No. :	216584-22-4	MDL No. :	MFCD11656061
Formula :	C₁₆H₂₉N₃O₆	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	XZGNHTJSFCBWHG-UHFFFAOYSA-N
M.W :	359.42	Pubchem ID :	10570451
Synonyms :

Safety of [ 216584-22-4 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P280-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 216584-22-4 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 216584-22-4 ]
Downstream synthetic route of [ 216584-22-4 ]

[ 216584-22-4 ] Synthesis Path-Upstream 1~1

1
[ 24424-99-5 ]
[ 50-01-1 ]
[ 332882-82-3 ]
[ 219511-71-4 ]
[ 216584-22-4 ]

Reference： [1] Journal of Organic Chemistry, 1998, vol. 63, # 23, p. 8432 - 8439
[2] Journal of Organic Chemistry, 1998, vol. 63, # 23, p. 8432 - 8439

[ 216584-22-4 ] Synthesis Path-Downstream 1~51

1
[ 24424-99-5 ]
[ 50-01-1 ]
[ 332882-82-3 ]
[ 219511-71-4 ]
[ 216584-22-4 ]

Reference： [1]Journal of Organic Chemistry,1998,vol. 63,p. 8432 - 8439
[2]Journal of Organic Chemistry,1998,vol. 63,p. 8432 - 8439

2
[ 24424-99-5 ]
[ 50-01-1 ]
[ 216584-22-4 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide; sodium carbonate 1.) DMSO, 5 min; other reagent: sodium hydroxide, 2.) DMSO, 40 deg C, 60 h; Yield given; Multistep reaction;
	Stage #1: guanidine hydrochloride With sodium carbonate; potassium hydroxide In dimethyl sulfoxide at 20℃; Stage #2: di-<i>tert</i>-butyl dicarbonate In dimethyl sulfoxide at 40℃; for 65h;	26 Example 26 N,N',N"-tri-Boc-guanidine To a 300 mL, 3-neck, round bottom flask were added powdered KOH (2.94 g, 0.052 mol), Na2CO3 (5.54 g, 0.052 mol) and DMSO (50 mL). The resultant slurry was aged at room temperature for 5 min, then guanidine hydrochloride (5.0 g, 0.052 mol) was added. After an additional 5 min, di-t-butyldicarbonate (51.4 g, 0.23 mol) was added as a melt. The resultant mixture was warmed to 40° C. and aged for 65 h. The resultant mixture was cooled to 10° C. and poured into 0° C. water (1.0 L). The resultant precipitate was collected by filtration and purified by hot trituration in acetonitrile (500 mL) to yield N,N',N"-tri-Boc-guanidine. 1H-NMR: (400 MHz, CDCl3) δ, 1.51 (s, 27 Hz). MS (electrospray): exact mass calculated for C16H29N3O6, 359.21; m/z found, 360.2 [M+H]+

Reference： [1]Feichtinger, Konrad; Sings, Heather L.; Baker, Tracy J.; Matthews, Kenneth; Goodman, Murray [Journal of Organic Chemistry, 1998, vol. 63, # 23, p. 8432 - 8439]
[2]Current Patent Assignee: JOHNSON & JOHNSON INC - US2010/4450, 2010, A1 Location in patent: Page/Page column 22

3
[ 58578-44-2 ]
[ 216584-22-4 ]
L-N-Cbz-δ,ω,ω'-tri-Boc-desmethylenoarginine benzyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40%	With triphenylphosphine; diethylazodicarboxylate In toluene at 60℃; for 4h;

Reference： [1]Feichtinger, Konrad; Sings, Heather L.; Baker, Tracy J.; Matthews, Kenneth; Goodman, Murray [Journal of Organic Chemistry, 1998, vol. 63, # 23, p. 8432 - 8439]

4
[ 141406-83-9 ]
[ 216584-22-4 ]
[ 216584-25-7 ]

Yield	Reaction Conditions	Operation in experiment
72%	With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Heating; 15-18 h;

Reference： [1]Feichtinger, Konrad; Sings, Heather L.; Baker, Tracy J.; Matthews, Kenneth; Goodman, Murray [Journal of Organic Chemistry, 1998, vol. 63, # 23, p. 8432 - 8439]

5
[ 167319-89-3 ]
[ 216584-22-4 ]
L-N-Cbz-δ,ω,ω'-tri-Boc-arginine benzyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
61%	With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Heating; 15-18 h;

Reference： [1]Feichtinger, Konrad; Sings, Heather L.; Baker, Tracy J.; Matthews, Kenneth; Goodman, Murray [Journal of Organic Chemistry, 1998, vol. 63, # 23, p. 8432 - 8439]

6
[ 216584-22-4 ]
(2S,3S)-1-Benzoyl-3-(2-hydroxy-ethyl)-pyrrolidine-2-carboxylic acid benzylamide [ No CAS ]
C₃₇H₅₁N₅O₈ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran

Reference： [1]Pellegrini, Nadia; Schmitt, Martine; Guery, Sébastien; Bourguignon, Jean-Jacques [Tetrahedron Letters, 2002, vol. 43, # 17, p. 3243 - 3246]

7
[ 216584-22-4 ]
(2S,3R)-1-Benzoyl-3-(2-hydroxy-ethyl)-pyrrolidine-2-carboxylic acid benzylamide [ No CAS ]
C₃₇H₅₁N₅O₈ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran

Reference： [1]Pellegrini, Nadia; Schmitt, Martine; Guery, Sébastien; Bourguignon, Jean-Jacques [Tetrahedron Letters, 2002, vol. 43, # 17, p. 3243 - 3246]

8
[ 130372-07-5 ]
[ 216584-22-4 ]
[ 512173-27-2 ]

Yield	Reaction Conditions	Operation in experiment
100%	With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 24h;

Reference： [1]Guery, Sébastien; Schmitt, Martine; Bourguignon, Jean-Jacques [Synlett, 2002, # 12, p. 2003 - 2006]

9
[ 216584-22-4 ]
[ 100-51-6 ]
[ 502442-67-3 ]

Yield	Reaction Conditions	Operation in experiment
81%	With triphenylphosphine; diethylazodicarboxylate In toluene at 20 - 60℃; for 2h;

Reference： [1]Kimura, Rumi; Nagano, Tanemasa; Kinoshita, Hideki [Bulletin of the Chemical Society of Japan, 2002, vol. 75, # 11, p. 2517 - 2525]

10
[ 33036-62-3 ]
[ 216584-22-4 ]
[ 503609-36-7 ]

Yield	Reaction Conditions	Operation in experiment
74%	With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran for 2h; Heating;

Reference： [1]Neubert, Bobbianna J.; Snider, Barry B. [Organic Letters, 2003, vol. 5, # 5, p. 765 - 768]

11
[ 6138-90-5 ]
[ 216584-22-4 ]
N¹,N²-bis(3,7-dimethylocta-2,6-dienyl)-N¹,N²,N³-tris(tert-butoxycarbonyl)guanidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With potassium hydroxide In dichloromethane; water

Reference： [1]Powell, David A.; Ramsden, Philip D.; Batey, Robert A. [Journal of Organic Chemistry, 2003, vol. 68, # 6, p. 2300 - 2309]

12
[ 1871-57-4 ]
[ 216584-22-4 ]
2-tert-butoxycarbonylimino-5-methylene-dihydro-pyrimidine-1,3-dicarboxylic acid di-tert-butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With potassium hydroxide; potassium iodide In dichloromethane; water at 20℃; for 17h;

Reference： [1]Powell, David A.; Ramsden, Philip D.; Batey, Robert A. [Journal of Organic Chemistry, 2003, vol. 68, # 6, p. 2300 - 2309]

13
[ 870-63-3 ]
[ 216584-22-4 ]
C₂₁H₃₇N₃O₆ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With potassium hydroxide In dichloromethane; water for 16h;

Reference： [1]Powell, David A.; Ramsden, Philip D.; Batey, Robert A. [Journal of Organic Chemistry, 2003, vol. 68, # 6, p. 2300 - 2309]

14
[ 216584-22-4 ]
[ 701261-95-2 ]
[ 701261-80-5 ]

Yield	Reaction Conditions	Operation in experiment
64%	With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃; for 0.5h;

Reference： [1]Hanessian, Stephen; Tremblay, Martin; Petersen, Jens F. W. [Journal of the American Chemical Society, 2004, vol. 126, # 19, p. 6064 - 6071]

15
[ 24424-99-5 ]
[ 50-01-1 ]
[ 154476-57-0 ]
[ 216584-22-4 ]

Yield	Reaction Conditions	Operation in experiment
1: 60% 2: 35%	With sodium hydroxide In 1,4-dioxane at 0 - 20℃; for 26h;

Reference： [1]Castillo-Melendez, Joel A.; Golding, Bernard T. [Synthesis, 2004, # 10, p. 1655 - 1663]

16
[ 1027210-49-6 ]
[ 216584-22-4 ]
2-tert-butoxycarbonylimino-4-{2-[(9H-β-carboline-3-carbonyl)-amino]-ethyl}-imidazolidine-1,3-dicarboxylic acid di-tert-butyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran

Reference： [1]Ravinder; Vijender Reddy; Krishnaiah; Ramesh; Ramakrishna; Laatsch; Venkateswarlu [Tetrahedron Letters, 2005, vol. 46, # 33, p. 5475 - 5478]

17
[ 78-81-9 ]
[ 216584-22-4 ]
N,N'-bis(tert-butyloxycarbonyl)-N''-isobutyl guanidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
60%	In tetrahydrofuran at 20℃;