N-BOC-BIOTINYLETHYLENEDIAMINE

Base Information

• Chemical Name: N-BOC-BIOTINYLETHYLENEDIAMINE
• CAS No.: 225797-46-6
• Molecular Formula: C₁₇H₃₀N₄O₄S
• Molecular Weight: 386.516
• Mol file: 225797-46-6.mol

Synonyms:{2-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-carbamic acid tert-butyl ester

Chemical Property of N-BOC-BIOTINYLETHYLENEDIAMINE

Chemical Property:

• Boiling Point: 694.2±50.0 °C(Predicted)
• PKA: 12.33±0.46(Predicted)
• Density: 1.164±0.06 g/cm3(Predicted)
• Solubility.: DMSO

Purity/Quality:

97% ^*data from raw suppliers

N-Boc-Biotinylethylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-BIOTINYLETHYLENEDIAMINE

There total 5 articles about N-BOC-BIOTINYLETHYLENEDIAMINE 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: 80.0%

N-BOC-1,2-diaminoethane (57260-73-8) + biotin (58-85-5,22879-79-4) → {2-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-carbamic acid tert-butyl ester (225797-46-6)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 12h; Cooling with ice;

DOI:10.1039/c5cc01662b

Reference yield: 72.0%

N-BOC-1,2-diaminoethane (57260-73-8) + biotin N-Hydroxysuccinimide ester (35013-72-0) → {2-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-carbamic acid tert-butyl ester (225797-46-6)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/anie.201905949

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → {2-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethyl}-carbamic acid tert-butyl ester (225797-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / CHCl₃ / 16 h / 20 °C

2: 56 percent / EDC / methanol; acetonitrile / 5 h / 20 °C

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; chloroform; acetonitrile;

DOI:10.1016/S0968-0896(02)00311-5

upstream raw materials:

N-BOC-1,2-diaminoethane

biotin

di-tert-butyl dicarbonate

biotin N-Hydroxysuccinimide ester

Downstream raw materials:

(1-{2-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoylamino]-ethylcarbamoyl}-2-tritylsulfanyl-ethyl)-carbamic acid tert-butyl ester

N-biotinyl-1,2-diaminoethane