N-Cbz-N,N-bis{2-[(methylsulfonyl)oxy]ethyl}-amine

Base Information

• Chemical Name: N-Cbz-N,N-bis{2-[(methylsulfonyl)oxy]ethyl}-amine
• CAS No.: 133024-90-5
• Molecular Formula: C14H21 N O8 S2
• Molecular Weight: 395.455
• Hs Code.: 2922199090
• DSSTox Substance ID: DTXSID00447037
• Wikidata: Q82265811
• Mol file: 133024-90-5.mol

Synonyms:133024-90-5;N-Cbz-N,N-bis{2-[(methylsulfonyl)oxy]ethyl}-amine;2-[2-methylsulfonyloxyethyl(phenylmethoxycarbonyl)amino]ethyl methanesulfonate;SCHEMBL15055271;DTXSID00447037;OTMPFAMQTGLSPU-UHFFFAOYSA-N;AKOS015909949;A2822;FT-0604314;BENZYL N,N-BIS[2-(METHANESULFONYLOXY)ETHYL]CARBAMATE;(((Benzyloxy)carbonyl)azanediyl)bis(ethane-2,1-diyl) dimethanesulfonate;{[(Benzyloxy)carbonyl]azanediyl}di(ethane-2,1-diyl) dimethanesulfonate

Chemical Property of N-Cbz-N,N-bis{2-[(methylsulfonyl)oxy]ethyl}-amine

Chemical Property:

• Boiling Point: 619.0±55.0 °C(Predicted)
• PKA: -1.88±0.70(Predicted)
• PSA: 133.04000
• Density: 1.378±0.06 g/cm3(Predicted)
• LogP: 2.73920
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 395.07085898
• Heavy Atom Count: 25
• Complexity: 562

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)OCCN(CCOS(=O)(=O)C)C(=O)OCC1=CC=CC=C1

Technology Process of N-Cbz-N,N-bis{2-[(methylsulfonyl)oxy]ethyl}-amine

There total 2 articles about N-Cbz-N,N-bis{2-[(methylsulfonyl)oxy]ethyl}-amine 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:

methanesulfonyl chloride (124-63-0) + N-benzyloxycarbonyldiethanolamine (70782-12-6) → N-benzyloxycarbonyldiethanolamine dimesylate (133024-90-5)

Guidance literature:

With pyridine; In chloroform; at 0 ℃; for 1h;

DOI:10.1021/jo015709i

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-benzyloxycarbonyldiethanolamine dimesylate (133024-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂CO₃ / acetone; H₂O / 3 h / 0 °C

2: pyridine / CHCl₃ / 1 h / 0 °C

With pyridine; sodium carbonate; In chloroform; water; acetone;

DOI:10.1021/jo015709i

Reference yield: 62.0%

tert-Butyl N-hydroxycarbamate (36016-38-3) + N-benzyloxycarbonyldiethanolamine dimesylate (133024-90-5) → 5-benzyl-2-(tert-butyl) 1,2,5-oxadiazepane-2,5-dicarboxylate (952151-38-1)

Guidance literature:

tert-Butyl N-hydroxycarbamate; With sodium hydride; at 20 ℃; for 0.25h;

N-benzyloxycarbonyldiethanolamine dimesylate; In N,N-dimethyl-formamide; at 20 - 110 ℃; for 0.5h;

upstream raw materials:

methanesulfonyl chloride

N-benzyloxycarbonyldiethanolamine

benzyl chloroformate

Downstream raw materials:

5-benzyl-2-(tert-butyl) 1,2,5-oxadiazepane-2,5-dicarboxylate

C₁₂H₁₆N₂O₃

C₁₈H₁₇F₂N₃O₅