(1r,4s,5s)-Rel-2-boc-2-azabicyclo[2.1.1]hexane-5-carboxylic acid

Base Information

• Chemical Name: (1r,4s,5s)-Rel-2-boc-2-azabicyclo[2.1.1]hexane-5-carboxylic acid
• CAS No.: 615575-74-1
• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.26
• European Community (EC) Number: 846-723-2
• DSSTox Substance ID: DTXSID301134186
• Nikkaji Number: J1.955.858D
• Mol file: 615575-74-1.mol

Synonyms:615575-74-1;(1r,4s,5s)-rel-2-boc-2-azabicyclo[2.1.1]hexane-5-carboxylic acid;(1R,4S,5S)-rel-2-(tert-Butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid;1256914-29-0;(1R,4S,5S)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-5-carboxylic acid;(1R,4S,5S)-2-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane-5-carboxylic acid;(1R,4S,5S)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[2.1.1]hexane-5-carboxylic acid;DTXSID301134186;Rel-(1R,4S,5S)-2-(tert-butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-5-carboxylic acid;AM805791;CS-0053602;EN300-373513;A868680;2-Aza-bicyclo[2.1.1]hexane-2,5-dicarboxylicacid2-tert-butylester;(1R,4S,5S)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[2.1.1]hexane-5-carboxylicacid;rel-2-(1,1-Dimethylethyl) (1R,4S,5S)-2-azabicyclo[2.1.1]hexane-2,5-dicarboxylate

Chemical Property of (1r,4s,5s)-Rel-2-boc-2-azabicyclo[2.1.1]hexane-5-carboxylic acid

Chemical Property:

• Boiling Point: 355.9±25.0 °C(Predicted)
• PKA: 4.40±0.20(Predicted)
• Density: 1.276±0.06 g/cm3(Predicted)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 227.11575802
• Heavy Atom Count: 16
• Complexity: 333

Purity/Quality:

97% ^*data from raw suppliers

2-Azabicyclo[2.1.1]hexane-2,5-dicarboxylic acid 2-tert-butyl ester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2CC1C2C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1C[C@H]2C[C@@H]1[C@H]2C(=O)O

Technology Process of (1r,4s,5s)-Rel-2-boc-2-azabicyclo[2.1.1]hexane-5-carboxylic acid

There total 13 articles about (1r,4s,5s)-Rel-2-boc-2-azabicyclo[2.1.1]hexane-5-carboxylic acid 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: 95.0%

syn-N-(t-butoxycarbonyl)-5-acetyl-2-azabicyclo[2.1.1]hexane → syn-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane (615575-74-1)

Guidance literature:

With sodium hypochlorite; In water; at 35 ℃; for 1h;

Reference yield: 58.0%

anti-N-(t-butoxycarbonyl)-5-acetyl-2-azabicyclo[2.1.1]hexane → anti-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane (615575-74-1)

Guidance literature:

With sodium hypochlorite; In water; for 4h;

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) + syn-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane (615575-74-1) → (-)-(1S,4R,5R)-5-syn-carboxy-N-Boc-2-azabicyclo[2.1.1]hexane (1256914-30-3,615575-74-1) + 5-carboxylic-N-Boc-2-azabicyclo[2.1.1]-hexane α-methylbenzylamine (1256914-47-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 6.5h;

DOI:10.1021/ol1022917

upstream raw materials:

di-tert-butyl dicarbonate

trans-1-allylamino-1-buten-3-one

5-acetyl-2-aza-bicyclo[2.1.1]hexane-2-carboxylic acid tert-butyl ester

5-carboxylic-N-Boc-2-azabicyclo[2.1.1]-hexane α-methylbenzylamine