Carbamic acid, [(3S,4R)-tetrahydro-4-hydroxy-3-furanyl]-, 1,1-dimethylethyl

Base Information

• Chemical Name: Carbamic acid, [(3S,4R)-tetrahydro-4-hydroxy-3-furanyl]-, 1,1-dimethylethyl
• CAS No.: 412278-24-1
• Molecular Formula: C₉H₁₇NO₄
• Molecular Weight: 203.238
• Mol file: 412278-24-1.mol

Synonyms:Carbamic acid, [(3S,4R)-tetrahydro-4-hydroxy-3-furanyl]-, 1,1-dimethylethyl

Chemical Property of Carbamic acid, [(3S,4R)-tetrahydro-4-hydroxy-3-furanyl]-, 1,1-dimethylethyl

Chemical Property:

• PSA: 67.79000
• LogP: 0.66170

Purity/Quality:

≥99.0% ^*data from raw suppliers

tert-Butyl((3S,4R)-4-hydroxytetrahydrofuran-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, [(3S,4R)-tetrahydro-4-hydroxy-3-furanyl]-, 1,1-dimethylethyl

There total 12 articles about Carbamic acid, [(3S,4R)-tetrahydro-4-hydroxy-3-furanyl]-, 1,1-dimethylethyl 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: 92.1%

di-tert-butyl dicarbonate (24424-99-5) + (3R,4S)-4-{[(S)-1-phenylethyl]amino}tetrahydrofuran-3-ol → tert-butyl ((3S,4R)-4-hydroxytetrahydrofuran-3-yl)carbamate (1430230-65-1,412278-24-1)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; hydrogen; In ethanol; water; for 18h; under 1500.15 Torr; Autoclave;

DOI:10.1055/s-0036-1588459

Reference yield: 87.0%

di-tert-butyl dicarbonate (24424-99-5) + (3R,4S)-4-aminotetrahydrofuran-3-ol (190792-70-2,153610-11-8,214629-29-5,330975-13-8,535936-61-9) → tert-butyl ((3S,4R)-4-hydroxytetrahydrofuran-3-yl)carbamate (1430230-65-1,412278-24-1)

Guidance literature:

With triethylamine; In methanol; at 20 ℃;

Reference yield: 85.0%

di-tert-butyl dicarbonate (24424-99-5) + (±)-trans-3-azido-4-hydroxytetrahydrofuran → (±)-trans-3-tert-butoxycarbonylamino-4-hydroxytetrahydrofuran (1430230-65-1,412278-24-1)

Guidance literature:

With sodium hydroxide; trimethylphosphane; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2014.05.014

upstream raw materials:

di-tert-butyl dicarbonate

(3S,4R)-4-Azido-tetrahydro-furan-3-ol

2,5-dihydrofuran

tert-butyl carbazate

Downstream raw materials:

(3R,4R)-3-amino-4-hydroxy-tetrahydrofuran

tert-butyl N-(4-oxotetrahydrofuran-3-yl)carbamate

(3S,4S)-3-tert-butoxycarbonylamino-4-hydroxytetrahydrofuran

(3S,4S)-3-amino-4-hydroxytetrahydrofuran