tert-Butyl (2-hydroxyoxolan-3-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (2-hydroxyoxolan-3-yl)carbamate
• CAS No.: 132872-26-5
• Molecular Formula: C9H17NO4
• Molecular Weight: 203.23558
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID60568636
• Mol file: 132872-26-5.mol

Synonyms:132872-26-5;tert-Butyl (2-hydroxyoxolan-3-yl)carbamate;tert-butyl N-(2-hydroxyoxolan-3-yl)carbamate;(2-HYDROXY-TETRAHYDRO-FURAN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER;Carbamic acid, (tetrahydro-2-hydroxy-3-furanyl)-, 1,1-dimethylethyl ester (9CI);tert-Butyl (2-hydroxytetrahydrofuran-3-yl)carbamate;DTXSID60568636;AKOS015964566;J-006239

Chemical Property of tert-Butyl (2-hydroxyoxolan-3-yl)carbamate

Chemical Property:

• Vapor Pressure: 7.12E-06mmHg at 25°C
• Refractive Index: 1.486
• Boiling Point: 337.5°C at 760 mmHg
• PKA: 11.58±0.40(Predicted)
• Flash Point: 157.9°C
• PSA: 71.28000
• Density: 1.15g/cm³
• LogP: 0.82280
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 203.11575802
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

97% ^*data from raw suppliers

(2-HYDROXY-TETRAHYDRO-FURAN-3-YL)-CARBAMIC ACID TERT-BUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCOC1O

Technology Process of tert-Butyl (2-hydroxyoxolan-3-yl)carbamate

There total 4 articles about tert-Butyl (2-hydroxyoxolan-3-yl)carbamate 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: 83.0%

(RS)-N-tert-butoxycarbonyl-α-amino-γ-butyrolactone (146514-35-4,132957-40-5) → 2-(tert-butoxycarbonylamino)-γ-butyrolactol (132872-26-5,161235-23-0,161235-19-4,219589-45-4)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.25h;

DOI:10.1016/0040-4039(91)80870-C

Reference yield: 16.0%

(RS)-N-tert-butoxycarbonyl-α-amino-γ-butyrolactone (146514-35-4,132957-40-5) → 2-(tert-butoxycarbonylamino)-γ-butyrolactol (132872-26-5,161235-23-0,161235-19-4,219589-45-4) + 2-(tert-butoxycarbonylamino)butane-1,4-diol (156627-42-8)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at -48 ℃; for 0.5h;

DOI:10.1039/P19940000379

Reference yield:

methyl 2-(tert-butoxycarbonylamino)-4-hydroxy-butanoate (120042-12-8,258351-86-9) → 2-(tert-butoxycarbonylamino)-γ-butyrolactol (132872-26-5,161235-23-0,161235-19-4,219589-45-4)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 4h;

DOI:10.1021/jm010329a

upstream raw materials:

(RS)-N-tert-butoxycarbonyl-α-amino-γ-butyrolactone

methyl 2-(tert-butoxycarbonylamino)-4-hydroxy-butanoate

di-tert-butyl dicarbonate

Downstream raw materials:

N-benzyl-N-<1-(2'-benzyloxyethyl)-3-methylbut-2-enyl>-N-(tert-butoxycarbonyl)amine

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