trans-tert-butyl 4-hydroxytetrahydrofuran-3-ylcarbaMate

Base Information

• Chemical Name: trans-tert-butyl 4-hydroxytetrahydrofuran-3-ylcarbaMate
• CAS No.: 1430230-65-1
• Molecular Formula: C9H17NO4
• Molecular Weight: 203.23558
• Mol file: 1430230-65-1.mol

Synonyms:trans-tert-butyl 4-hydroxytetrahydrofuran-3-ylcarbaMate;CarbaMic acid, N-[(3R,4S)-tetrahydro-4-hydroxy-3-furanyl]-, 1,1-diMethylethyl ester, rel-;tert-butyl N-[(3S,4R)-4-hydroxytetrahydrofuran-3-yl]carbamate;tert-butyl N-[trans-4-hydroxyoxolan-3-yl]carbamate;tert-Butyl ((3R,4S)-rel-4-hydroxytetrahydrofuran-3-yl)carbamate

Chemical Property of trans-tert-butyl 4-hydroxytetrahydrofuran-3-ylcarbaMate

Chemical Property:

• Boiling Point: 351.7±42.0 °C(Predicted)
• PKA: 11.58±0.40(Predicted)
• PSA: 67.79000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 0.66170

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl((3R,4S)-rel-4-Hydroxytetrahydrofuran-3-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-tert-butyl 4-hydroxytetrahydrofuran-3-ylcarbaMate

There total 12 articles about trans-tert-butyl 4-hydroxytetrahydrofuran-3-ylcarbaMate 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

tert-butyl ((3R,4S)-4-aminotetrahydrofuran-3-yl)carbamate

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

Refernces

• 1、 -. "SALT FORM AND CRYSTAL FORM OF COMPOUND AS FGFR4 INHIBITOR AND PREPARATION METHOD THEREOF". Paragraph 0145. . Retrieved 2021/04/02.
• 2、 -. "FGFR4 INHIBITOR, PREPARATION METHOD THEREFOR AND PHARMACEUTICAL USE THEREOF". Paragraph 0322-0324. . Retrieved 2019/09/16.