tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate

Base Information

Chemical Name:tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate
CAS No.:482647-82-5
Molecular Formula:C₁₉H₃₀N₄O₃
Molecular Weight:362.472
Hs Code.:

Synonyms:tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate

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Chemical Property of tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate

Chemical Property:

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Technology Process of tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate

There total 6 articles about tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate 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:

: (4S,5R)-5-((S)-2-Azido-3-phenyl-propyl)-4-isopropyl-2-oxo-oxazolidine-3-carboxylic acid tert-butyl ester

: 482647-82-5
tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate

Guidance literature:: With potassium carbonate; In methanol; at 25 ℃;
DOI:10.1021/jo025616g

Reference yield:

: 198208-19-4
(2R,3R,4S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2,3-epoxy-4-hydroxy-6-methyl-1-phenylheptane

: 482647-82-5
tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / Red-Al / tetrahydrofuran / 48 h / 25 °C

2: 84 percent / NaH / tetrahydrofuran / 25 °C

3: Et₃N / CH₂Cl₂ / 2 h / 0 °C

4: 772 mg / NaN₃; 18-crown-6 / dimethylsulfoxide / 24 h / 50 °C

5: NaH / tetrahydrofuran / 2 h / 25 °C

6: 669 mg / aq. K₂CO₃ / methanol / 25 °C

With sodium azide; 18-crown-6 ether; sodium hydride; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo025616g

Reference yield:

: 482647-90-5
(4S,5R)-4-isopropyl-5-[(2R)-2-hydroxy-3-phenylpropyl]-1,3-oxazolidin-2-one

: 482647-82-5
tert-butyl (1S,2R,4S)-4-azido-1-isopropyl-2-hydroxy-5-phenylpentylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 772 mg / NaN₃; 18-crown-6 / dimethylsulfoxide / 24 h / 50 °C

3: NaH / tetrahydrofuran / 2 h / 25 °C

4: 669 mg / aq. K₂CO₃ / methanol / 25 °C

With sodium azide; 18-crown-6 ether; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jo025616g