(CIS) TERT-BUTYL-3-HYDROXYCYCLOBUTYL CARBAMATE

Base Information

• Chemical Name: (CIS) TERT-BUTYL-3-HYDROXYCYCLOBUTYL CARBAMATE
• CAS No.: 389890-43-1
• Molecular Formula: C9H17 N O3
• Molecular Weight: 187.239
• Hs Code.: 2924190090
• Mol file: 389890-43-1.mol

Synonyms:tert-ButylN-(cis-3-hydroxycyclobutyl)carbamate

Chemical Property of (CIS) TERT-BUTYL-3-HYDROXYCYCLOBUTYL CARBAMATE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 117 °C
• Refractive Index: 1.487
• Boiling Point: 303.672°C at 760 mmHg
• PKA: 12.19±0.40(Predicted)
• Flash Point: 137.456°C
• PSA: 58.56000
• Density: 1.107g/cm³
• LogP: 1.42530
• Storage Temp.: 2-8°C

Purity/Quality:

98%, ^*data from raw suppliers

cis-tert-Butyl N-(3-hydroxycyclobutyl)carbamate 98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (CIS) TERT-BUTYL-3-HYDROXYCYCLOBUTYL CARBAMATE

There total 4 articles about (CIS) TERT-BUTYL-3-HYDROXYCYCLOBUTYL 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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + (1s,3s)-3-hydroxycyclobutan-1-aminium chloride (1219019-22-3) → tert-butyl (1,3-cis)-N-(3-hydroxycyclobutyl)carbamate (389890-43-1)

Guidance literature:

(1s,3s)-3-hydroxycyclobutan-1-aminium chloride; With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.166667h;

di-tert-butyl dicarbonate; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 91.0%

3-(tert-butyloxycarbonylamino)cyclobutan-1-one (154748-49-9) → tert-butyl (1,3-cis)-N-(3-hydroxycyclobutyl)carbamate (389890-43-1)

Guidance literature:

With sodium tetrahydroborate; water; In tetrahydrofuran; at -70 ℃; for 4h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (1,3-cis)-N-(3-hydroxycyclobutyl)carbamate (389890-43-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 4 h / 0 - 20 °C

2: L-Selectride / tetrahydrofuran / 1.5 h / -78 °C

With L-Selectride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

3-(tert-butyloxycarbonylamino)cyclobutan-1-one

di-tert-butyl dicarbonate

(1s,3s)-3-hydroxycyclobutan-1-aminium chloride

Downstream raw materials:

trans-3-[(tert-butoxycarbonyl)amino]cyclobutyl 4-nitrobenzoate

tert-butyl ((1S,3S)-3-(benzyloxy)cyclobutyl)carbamate

(1s,3s)-3-hydroxycyclobutan-1-aminium chloride

tert-butyl N-[(1r,3r)-3-hydroxycyclobutyl]carbamate

Refernces

• 1、 -. "NOVEL STING AGONISTS". Paragraph 0795; 0799; 0800. . Retrieved 2020/05/14.
• 2、 -. "QUINAZOLINONES AS PARP14 INHIBITORS". Paragraph 0319. . Retrieved 2019/07/10.