(3aS,4S,6aR)-N-[2-[2-(2-Aminoethoxy)ethoxy]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide monohydrochloride

Base Information

• Chemical Name: (3aS,4S,6aR)-N-[2-[2-(2-Aminoethoxy)ethoxy]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide monohydrochloride
• CAS No.: 862373-14-6
• Molecular Formula: C₁₆H₃₀N₄O₄S*ClH
• Molecular Weight: 410.966
• Mol file: 862373-14-6.mol

Synonyms:(3aS,4S,6aR)-N-[2-[2-(2-Aminoethoxy)ethoxy]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide monohydrochloride

Chemical Property of (3aS,4S,6aR)-N-[2-[2-(2-Aminoethoxy)ethoxy]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide monohydrochloride

Chemical Property:

• PSA: 140.01000
• LogP: 2.37110

Purity/Quality:

98%Min ^*data from raw suppliers

Biotin-DOOA*HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3aS,4S,6aR)-N-[2-[2-(2-Aminoethoxy)ethoxy]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide monohydrochloride

There total 3 articles about (3aS,4S,6aR)-N-[2-[2-(2-Aminoethoxy)ethoxy]ethyl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanamide monohydrochloride 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: 100.0%

tert-butyl-N-(2-(2-(2-(5-(2-oxo-1,3,3a,4,6,6a-hexahydrothieno(3,4-d)imidazol-6-yl)pentanoylamino)ethoxy)ethoxy)ethyl)carbamate (175885-18-4) → N-4-formylbenzoyl-N'-biotinyl-3,6-dioxaoctane-1,8-diamine (862373-14-6)

Guidance literature:

With hydrogenchloride; In methanol; water;

DOI:10.1016/j.bmc.2009.07.031

Reference yield:

tert-butyl {2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate (153086-78-3) → N-4-formylbenzoyl-N'-biotinyl-3,6-dioxaoctane-1,8-diamine (862373-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / dichloromethane; 1,4-dioxane; water / 8 h / 20 °C / Inert atmosphere

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1039/c3cc42790k

Reference yield:

3,6-dioxa-1,8-diaminooctane (929-59-9,892154-56-2) → N-4-formylbenzoyl-N'-biotinyl-3,6-dioxaoctane-1,8-diamine (862373-14-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 24 h / 0 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: hydrogenchloride / dichloromethane; 1,4-dioxane; water / 8 h / 20 °C / Inert atmosphere

With hydrogenchloride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1039/c3cc42790k

upstream raw materials:

tert-butyl-N-(2-(2-(2-(5-(2-oxo-1,3,3a,4,6,6a-hexahydrothieno(3,4-d)imidazol-6-yl)pentanoylamino)ethoxy)ethoxy)ethyl)carbamate

tert-butyl {2-[2-(2-aminoethoxy)ethoxy]ethyl}carbamate

3,6-dioxa-1,8-diaminooctane

Refernces

• 1、 Gnaccarini, Claudio,Ben-Tahar, Wajih,Lubell, William D.,Pelletier, Joelle N.,Keillor, Jeffrey W.. "Fluorometric assay for tissue transglutaminase-mediated transamidation activity". scheme or table. p. 6354 - 6359. Retrieved 2011/02/26.