tert-butyl N-[4-(hydroxymethyl)oxan-4-yl]carbamate

Base Information

• Chemical Name: tert-butyl N-[4-(hydroxymethyl)oxan-4-yl]carbamate
• CAS No.: 1029716-09-3
• Molecular Formula: C11H21NO4
• Molecular Weight: 231.292
• Mol file: 1029716-09-3.mol

Synonyms:tert-butyl N-[4-(hydroxymethyl)oxan-4-yl]carbamate;tert-Butyl (4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)carbamate

Chemical Property of tert-butyl N-[4-(hydroxymethyl)oxan-4-yl]carbamate

Chemical Property:

• PSA: 67.79000
• LogP: 1.44350

Purity/Quality:

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

tert-ButylN-[4-(Hydroxymethyl)oxan-4-yl]carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl N-[4-(hydroxymethyl)oxan-4-yl]carbamate

There total 2 articles about tert-butyl N-[4-(hydroxymethyl)oxan-4-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: 74.0%

(4-aminotetrahydro-2H-pyran-4-yl)methanol (720706-20-7) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)carbamate (1029716-09-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 70 ℃; for 5h; Inert atmosphere;

Reference yield:

4-(Boc-amino)tetrahydropyran-4-carboxylic acid (172843-97-9) → tert-butyl (4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)carbamate (1029716-09-3)

Guidance literature:

4-(Boc-amino)tetrahydropyran-4-carboxylic acid; With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at -10 - 20 ℃; for 0.5h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h;

With sodium hydrogencarbonate; ammonium chloride; more than 3 stages;

Reference yield:

tert-butyl (4-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)carbamate (1029716-09-3) → {4-[(4-bromophenylamino)methyl]tetrahydropyran-4-yl}carbamic acid tert-butyl ester (1287205-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.42 h / 65 °C / Inert atmosphere

1.2: 0.33 h / 65 °C

2.1: acetic acid / ethyl acetate / 2 h / 20 °C / Inert atmosphere

With oxalyl dichloride; acetic acid; dimethyl sulfoxide; In dichloromethane; ethyl acetate;

upstream raw materials:

4-(Boc-amino)tetrahydropyran-4-carboxylic acid

(4-aminotetrahydro-2H-pyran-4-yl)methanol

di-tert-butyl dicarbonate

Downstream raw materials:

{4-[(4-bromophenylamino)methyl]tetrahydropyran-4-yl}carbamic acid tert-butyl ester

Refernces

• 1、 -. "MODULATORS OF G PROTEIN-COUPLED RECEPTOR 88". Page/Page column 37-38. . Retrieved 2011/04/26.