3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate

Base Information

Chemical Name:3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate
CAS No.:1002754-16-6
Molecular Formula:C₁₆H₂₁N₃O₅S
Molecular Weight:367.426
Hs Code.:

Synonyms:3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate

Suppliers and Price of 3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate

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 0 raw suppliers

Chemical Property of 3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate

There total 10 articles about 3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate 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: 99.0%

: 1002754-15-5
3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propan-1-ol

: 124-63-0
methanesulfonyl chloride

: 1002754-16-6
3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/j.tet.2007.10.109

Reference yield:

: 886852-69-3
(R)-1-(furan-2-yl)-4-tert-butyldimethylsilyloxybutan-1-ol

: 1002754-16-6
3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate

Guidance literature:: Multi-step reaction with 8 steps

1: NBS; H₂O; NaHCO₃ / NaOAc*3H₂O / tetrahydrofuran / 0 °C

2: DMAP / CH₂Cl₂ / -78 °C

3: Pd₂(DBA)3*CHCl₃; triphenylphosphine / CH₂Cl₂ / 0 - 20 °C

4: NaBH₄ / CH₂Cl₂; methanol / -78 °C

5: pyridine; DMAP / CH₂Cl₂ / 20 °C

6: TMSN₃ / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C

7: TBAF / tetrahydrofuran / 20 °C

8: triethylamine / CH₂Cl₂

With pyridine; dmap; sodium tetrahydroborate; N-Bromosuccinimide; trimethylsilylazide; tetrabutyl ammonium fluoride; water; sodium hydrogencarbonate; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(η3-allyl-μ-chloropalladium(II)); sodium acetate; triphenylphosphine; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; methanol; dichloromethane; 1: Achmatowicz reaction / 4: Luche reduction;
DOI:10.1021/ol0602811

Reference yield:

: 1002754-03-1
(2R)-6-hydroxy-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3(6H)-one

: 1002754-16-6
3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1: DMAP / CH₂Cl₂ / -78 °C

2: Pd₂(DBA)3*CHCl₃; triphenylphosphine / CH₂Cl₂ / 0 - 20 °C

3: NaBH₄ / CH₂Cl₂; methanol / -78 °C

4: pyridine; DMAP / CH₂Cl₂ / 20 °C

5: TMSN₃ / allylpalladium chloride dimer; 1,4-bis(diphenylphosphino)butane / tetrahydrofuran / 50 °C

6: TBAF / tetrahydrofuran / 20 °C

7: triethylamine / CH₂Cl₂

With pyridine; dmap; sodium tetrahydroborate; trimethylsilylazide; tetrabutyl ammonium fluoride; triethylamine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; bis(η3-allyl-μ-chloropalladium(II)); triphenylphosphine; 1,4-di(diphenylphosphino)-butane; In tetrahydrofuran; methanol; dichloromethane; 3: Luche reduction;
DOI:10.1021/ol0602811