tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate

Base Information

Chemical Name:tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate
CAS No.:942145-24-6
Molecular Formula:C₁₃H₂₄N₄O₃
Molecular Weight:284.359
Hs Code.:
Mol file:942145-24-6.mol

Synonyms:tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate;N-Boc-L-tert-leucine N-[(2R,3S)-3-(tert-Butyldiphenylsilyloxy)-1-(diphenylphosphino)-2-butyl]amide;N-(tert-Butoxycarbonyl)-L-tert-leucine N-[(2R,3S)-3-(tert-Butyldiphenylsilyloxy)-1-(diphenylphosphino)-2-butyl]amide;tert-butyl (S)-1-[(2R,3S)-3-(tert-butyldiphenylsilyloxy)-1-(diphenylphosphino)butan-2-ylamino]-3,3-dimethyl-1-oxobutan-2-ylcarbamate;tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-yl(methyl)carbamate;

Suppliers and Price of tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 6 raw suppliers

Chemical Property of tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate

Chemical Property:

PSA：100.80000
LogP:2.66386

Purity/Quality:: ≥95% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate

There total 11 articles about tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-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: 64.0%

: 942145-23-5
(S)-2-(tert-butoxycarbonylamino)-3-((R)-tetrahydro-2H-pyran-3-yl)propyl 4-methylbenzenesulfonate

: 942145-24-6
tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 80 ℃; for 1.5h; Inert atmosphere;
DOI:10.1021/ml200137x

Reference yield:

: 942144-12-9
tert-butyl (2S,4R)-1-hydroxy-4-(hydroxymethyl)hept-6-en-2-ylcarbamate

: 942145-24-6
tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: toluene-4-sulfonic acid / acetone / 1 h / -20 - 20 °C

2.1: 1H-imidazole; dmap / dichloromethane / 16 h / 20 °C

3.1: dimethylsulfide borane complex / tetrahydrofuran / 5 h / Cooling with ice

3.2: 16 h / 20 °C

4.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

5.1: tetraethylammonium fluoride / tetrahydrofuran / 16 h / Reflux

6.1: water; acetic acid / 1.5 h / Heating

7.1: pyridine / dichloromethane / 16 h / 20 °C

8.1: sodium azide / N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; sodium azide; dimethylsulfide borane complex; water; tetraethylammonium fluoride; toluene-4-sulfonic acid; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ml200137x

Reference yield:

: 942144-13-0
(S)-tert-butyl 4-((R)-2-(hydroxymethyl)pent-4-enyl)-2,2-dimethyloxazolidine-3-carboxylate

: 942145-24-6
tert-butyl (S)-1-azido-3-((R)-tetrahydro-2H-pyran-3-yl)propan-2-ylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole; dmap / dichloromethane / 16 h / 20 °C

2.1: dimethylsulfide borane complex / tetrahydrofuran / 5 h / Cooling with ice

2.2: 16 h / 20 °C

3.1: triethylamine / dichloromethane / 1 h / 0 - 20 °C

4.1: tetraethylammonium fluoride / tetrahydrofuran / 16 h / Reflux

5.1: water; acetic acid / 1.5 h / Heating

6.1: pyridine / dichloromethane / 16 h / 20 °C

7.1: sodium azide / N,N-dimethyl-formamide / 1.5 h / 80 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; sodium azide; dimethylsulfide borane complex; water; tetraethylammonium fluoride; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ml200137x