MONO-6-N-DIBOC-GUANYL-1,6-HEXADIAMINE

Base Information

• Chemical Name: MONO-6-N-DIBOC-GUANYL-1,6-HEXADIAMINE
• CAS No.: 160677-41-8
• Molecular Formula: C17H34 N4 O4
• Molecular Weight: 358.481
• Mol file: 160677-41-8.mol

Synonyms:Carbamicacid, [(6-aminohexyl)carbonimidoyl]bis-, bis(1,1-dimethylethyl) ester (9CI)

Chemical Property of MONO-6-N-DIBOC-GUANYL-1,6-HEXADIAMINE

Chemical Property:

• Refractive Index: 1.496
• PSA: 115.04000
• Density: 1.086g/cm³
• LogP: 4.39300
• Solubility.: Chloroform, Methanol

Purity/Quality:

N,N''-[(6-Aminohexyl)carbonimidoyl]bis-carbamicAcidC,C''-Bis(1,1-dimethylethyl)Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N,N''-[(6-Aminohexyl)carbonimidoyl]bis-carbamic Acid C,C''-Bis(1,1-dimethylethyl) Ester is an intermediate in the synthesis of Chlorhexidine Digluconate Impurity N-d4 Hydrochloride (C377662). Chlorhexidine Digluconate Impurity N-d4 Hydrochloride, is labelled Chlorhexidine Digluconate Impurity N (C377660), which is a degradation product found in chlorhexidine digluconate solution.

Technology Process of MONO-6-N-DIBOC-GUANYL-1,6-HEXADIAMINE

There total 9 articles about MONO-6-N-DIBOC-GUANYL-1,6-HEXADIAMINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

1,6-Hexanediamine (124-09-4) + 1,3-di(tert-butyloxycarbonyl)-2-(trifluoromethylsulfonyl)guanidine (207857-15-6) → <(6-aminohexyl)carbonimidoyl>bis-carbamic acid, bis(1,1-dimethylethyl)ester (160677-41-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/ejoc.200801109

Reference yield: 76.0%

→ 2-(6-aminohexyl)-1,3-diBocguanidine (160677-41-8) + bis(1,1-dimethylethyl) 3-[[(1,1-dimethylethoxy)carbonyl]amino]-24-methyl-21-(phenylmethyl)-14-oxa-12,15- dioxo-2,4,11,16,21,25-hexaazahexacos-2-enedioate

Guidance literature:

Reference yield: 73.0%

→ 2-(6-aminohexyl)-1,3-diBocguanidine (160677-41-8) + bis(1,1-dimethylethyl) 3-[[(1,1-dimethylethoxy)carbonyl]amino]-21-[(1,1-dimethylethoxy)carbonyl]-14-oxa-12,15-dioxo-2,4,11,16,21,25-hexaazahexacos-2-enedioate

Guidance literature:

upstream raw materials:

1,6-Hexanediamine

N,N'-bis-Boc-S-methyl-isothiourea

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

1,3-di(tert-butyloxycarbonyl)-2-(trifluoromethylsulfonyl)guanidine

Downstream raw materials:

3-<<(1,1-dimethylethoxy)carbonyl>amino>-12-oxo-2,4,11,14-tetraazapentadec-2-enedioic acid, 1-(1,1-dimethylethyl)ester 15-phenylmethyl ester

(E)-6-[N²,N³-bis(tert-butoxycarbonyl)guanidino]-1-[(3,4-dimethoxycinnamoyl)amino]hexane

C₄₅H₇₁N₇O₉

C₄₀H₆₆F₃N₇O₉

Refernces

• 1、 Ashworth, Zackary J. R.,Bartholomew, Barbara,Evans, Daniel M.,Forde-Thomas, Josephine,Hoffmann, Karl F.,Murdoch, Reece,Murphy, Patrick J.,Nash, Robert J.,Sharp, Hazel,Whiteland, Helen. "The synthesis and glycosidase inhibitory activity of analogues of tiruchanduramine". . p. 609 - 621. Retrieved 2020/06/01.
• 2、 Zhang, Siqi,Song, Qiaoling,Wang, Xueting,Wei, Zhiqiang,Yu, Rilei,Wang, Xin,Jiang, Tao. "Virtual screening guided design, synthesis and bioactivity study of benzisoselenazolones (BISAs) on inhibition of c-met and its downstream signalling pathways". . . Retrieved 2019/07/02.