tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]carbamate

Base Information

• Chemical Name: tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]carbamate
• CAS No.: 1232365-42-2
• Molecular Formula: C₁₀H₁₇F₂NO₃
• Molecular Weight: 237.247
• Hs Code.: 2924297099
• Mol file: 1232365-42-2.mol

Synonyms:tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]carbamate;tert-Butyl (3,3-difluoro-1-(hydroxymethyl)cyclobutyl)carbamate

Chemical Property of tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]carbamate

Chemical Property:

• PSA: 62.05000
• LogP: 1.87570
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

1-(Boc-amino)-3,3-difluorocyclobutane-1-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(Boc-amino)-3,3-difluorocyclobutane-1-methanol is used in preparation of Amide derivatives useful in the treatment of HBV infection or HBV-induced diseases.

Technology Process of tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]carbamate

There total 9 articles about tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]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%

methyl 1-([(tert-butoxy)carbonyl]amino)-3,3-difluorocyclobutane-1-carboxylate → tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]carbamate (1232365-42-2)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.83333h; Inert atmosphere;

Reference yield: 91.0%

ethyl 1-((tert-butoxycarbonyl)amino)-3,3-difluorocyclobutyl-1-carboxylate (1232365-41-1) → tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]carbamate (1232365-42-2)

Guidance literature:

ethyl 1-((tert-butoxycarbonyl)amino)-3,3-difluorocyclobutyl-1-carboxylate; With lithium borohydride; In tetrahydrofuran; at 20 ℃; Cooling with ice;

With water; citric acid; In tetrahydrofuran; Cooling with ice;

Reference yield:

diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate (54166-15-3) → tert-butyl N-[3,3-difluoro-1-(hydroxymethyl)cyclobutyl]carbamate (1232365-42-2)

Guidance literature:

Multi-step reaction with 6 steps

1: hydrogen / palladium 10% on activated carbon / ethanol / 3.5 h / 20 °C / 2585.81 Torr

2: pyridinium chlorochromate / dichloromethane / 4 h / 20 °C

3: diethylamino-sulfur trifluoride / dichloromethane / 20 °C

4: potassium hydroxide; water / ethanol / 20 °C / Cooling with ice

5: triethylamine; diphenyl phosphoryl azide / 1,4-dioxane / 5 h / Reflux

6: lithium borohydride / tetrahydrofuran / 20 °C / Cooling with ice

With lithium borohydride; diethylamino-sulfur trifluoride; diphenyl phosphoryl azide; water; hydrogen; triethylamine; pyridinium chlorochromate; potassium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane;

upstream raw materials:

ethyl 1-((tert-butoxycarbonyl)amino)-3,3-difluorocyclobutyl-1-carboxylate

diethyl 3-(benzyloxy)cyclobutane-1,1-dicarboxylate

diethyl 3-hydroxycyclobutane-1,1-dicarboxylate

diethyl 3-oxo-cyclobutane-1,1-dicarboxylate

Downstream raw materials:

C₂₀H₂₈F₂N₂O₆

(1-amino-3,3-difluorocyclobutyl)methanol hydrochloride

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