(R)-tert-butyl tetrahydro-2H-pyran-3-ylcarbamate

Base Information

• Chemical Name: (R)-tert-butyl tetrahydro-2H-pyran-3-ylcarbamate
• CAS No.: 1245648-17-2
• Molecular Formula: C₁₀H₁₉NO₃
• Molecular Weight: 201.266
• Mol file: 1245648-17-2.mol

Synonyms:(R)-tert-butyl tetrahydro-2H-pyran-3-ylcarbamate

Chemical Property of (R)-tert-butyl tetrahydro-2H-pyran-3-ylcarbamate

Chemical Property:

• PSA: 51.05000
• LogP: 1.89450
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

(R)-tert-Butyl(tetrahydro-2H-pyran-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-tert-butyl tetrahydro-2H-pyran-3-ylcarbamate

There total 6 articles about (R)-tert-butyl tetrahydro-2H-pyran-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: 37.0%

[(1S)-4-hydroxy-1-(hydroxymethyl)butyl]carbamic acid tert-butyl ester (162955-48-8,397246-12-7) → (S)-tert-butyl (tetrahydro-2H-pyran-3-yl)carbamate (1295722-66-5,1245648-17-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In dichloromethane; at 20 ℃; for 48h; Large scale;

DOI:10.1055/s-0033-1338422

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) + 1-tert-butoxycarbonylamino-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (1015476-53-5) → tert-butyl (tetrahydro-2H-pyran-2-yl)carbamate (91951-58-5) + (tetrahydropyran-3-yl)carbamic acid tert-butyl ester (1310412-59-9,1245648-17-2)

Guidance literature:

With 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; thiophenol; In dichloromethane; at 20 ℃; for 18h; regioselective reaction; Inert atmosphere;

DOI:10.1002/asia.201000881

Reference yield:

t-butoxycarbonylhydrazine (870-46-2) → tert-butyl (tetrahydro-2H-pyran-2-yl)carbamate (91951-58-5) + (tetrahydropyran-3-yl)carbamic acid tert-butyl ester (1310412-59-9,1245648-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / ethanol; water / 18 h / 20 °C / Inert atmosphere

2: 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; thiophenol / dichloromethane / 18 h / 20 °C / Inert atmosphere

With hydrogenchloride; 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile; thiophenol; In ethanol; dichloromethane; water;

DOI:10.1002/asia.201000881

upstream raw materials:

3,4-dihydro-2H-pyran

1-tert-butoxycarbonylamino-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester

t-butoxycarbonylhydrazine

L-glutamic acid

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