(2R,6R,8R)-8-azido-5-oxo-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane

Base Information

Chemical Name:(2R,6R,8R)-8-azido-5-oxo-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane
CAS No.:139904-54-4
Molecular Formula:C₁₄H₁₆N₄O₂
Molecular Weight:272.307
Hs Code.:

Synonyms:

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Chemical Property of (2R,6R,8R)-8-azido-5-oxo-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane

Chemical Property:

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Technology Process of (2R,6R,8R)-8-azido-5-oxo-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane

There total 6 articles about (2R,6R,8R)-8-azido-5-oxo-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane 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:

: 56613-80-0
D-2-phenylglycinol

: 139904-54-4
(2R,6R,8R)-8-azido-5-oxo-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane

Guidance literature:: Multi-step reaction with 6 steps

1: 56 percent / DBU / toluene / 12 h / 80 °C

2: 1) water, rt, 12 h, 2) water, rt, 4 h

3: triethylamine / tetrahydrofuran / 0.25 h / Ambient temperature

4: 1) n-Bu₄NBr, ZnBr₂ 2) n-Bu₄NF / 1) ether, -50 deg C to rt, 2 h, 2) THF, rt, 12 h

5: 29 percent / sodium azide / dimethylsulfoxide / 12 h / 100 °C

6: 1) DMSO, oxalyl chloride 2) triethylamine / 1) CH₂Cl₂, -50 deg C, 1 h, 2) -50 deg C to rt, 1.5 h

With sodium azide; oxalyl dichloride; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; zinc dibromide; In tetrahydrofuran; dimethyl sulfoxide; toluene;
DOI:10.1016/S0040-4020(01)89005-0

Reference yield:

: 133615-53-9
(R)-2-(but-3-enylamino)-2-phenylethanol

: 139904-54-4
(2R,6R,8R)-8-azido-5-oxo-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane

Guidance literature:: Multi-step reaction with 5 steps

1: 1) water, rt, 12 h, 2) water, rt, 4 h

2: triethylamine / tetrahydrofuran / 0.25 h / Ambient temperature

3: 1) n-Bu₄NBr, ZnBr₂ 2) n-Bu₄NF / 1) ether, -50 deg C to rt, 2 h, 2) THF, rt, 12 h

4: 29 percent / sodium azide / dimethylsulfoxide / 12 h / 100 °C

5: 1) DMSO, oxalyl chloride 2) triethylamine / 1) CH₂Cl₂, -50 deg C, 1 h, 2) -50 deg C to rt, 1.5 h

With sodium azide; oxalyl dichloride; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; dimethyl sulfoxide; triethylamine; zinc dibromide; In tetrahydrofuran; dimethyl sulfoxide;
DOI:10.1016/S0040-4020(01)89005-0

Reference yield:

: 133615-49-3,133696-22-7
(2S,6R,8S)-8-bromo-5-hydroxy-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane

: 139904-54-4
(2R,6R,8R)-8-azido-5-oxo-2-phenyl-4-oxa-1-azabicyclo<4.4.0>decane

Guidance literature:: Multi-step reaction with 2 steps

1: 29 percent / sodium azide / dimethylsulfoxide / 12 h / 100 °C

2: 1) DMSO, oxalyl chloride 2) triethylamine / 1) CH₂Cl₂, -50 deg C, 1 h, 2) -50 deg C to rt, 1.5 h

With sodium azide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dimethyl sulfoxide;
DOI:10.1016/S0040-4020(01)89005-0