(1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

Base Information

Chemical Name:(1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide
CAS No.:84751-55-3
Molecular Formula:C₁₅H₁₈N₂O₅
Molecular Weight:306.318
Hs Code.:

Synonyms:(1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

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Chemical Property of (1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

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Technology Process of (1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

There total 1 articles about (1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide 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: 86.0%

: 56613-80-0
D-2-phenylglycinol

: 89299-54-7,84751-42-8,89299-56-9,92008-14-5,108268-06-0,108268-10-6
2-exo,3-endo-3-Nitro-7-oxabicyclo<2.2.1>heptane-2-carboxylic Acid

: 84751-55-3
(1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

: 84799-47-3
(1S,2R,3R,4R)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; 1) 0 deg C, 10 min, 2) RT, 1.75 h;
DOI:10.1021/ja00279a041

Reference yield:

: 84751-55-3
(1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

: 84751-40-6
methyl (1S,4R,4aS,5R,8S,8aR)-1,3,4,5,8,8a-hexahydro-5-(phenylthio)-8-<2-((2R,4R,6S)-tetrahydro-4,6-dimethoxy-2H-pyran-2-yl)-ethyl>-1,4-epoxynaphthalene-4a(2H)-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen chloride / methanol / 3 h / Heating

2: 75 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 2 h / Heating

3: 2,6-di-tert-butyl-4-methylphenol / toluene / 14 h / 125 °C

With hydrogenchloride; 2,6-di-tert-butyl-4-methyl-phenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; toluene;
DOI:10.1021/ja00279a041

Reference yield:

: 84751-55-3
(1R,2S,3S,4S)-3-Nitro-7-oxa-bicyclo[2.2.1]heptane-2-carboxylic acid ((R)-2-hydroxy-1-phenyl-ethyl)-amide

: 103438-17-1
(1R,2R,3R,6S,7R,8S)-3-[2-((2R,4R,6S)-4,6-Dimethoxy-tetrahydro-pyran-2-yl)-ethyl]-6-phenylsulfanyl-11-oxa-tricyclo[6.2.1.0^2,7]undec-4-ene-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen chloride / methanol / 3 h / Heating

2: 75 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 2 h / Heating

3: 2,6-di-tert-butyl-4-methylphenol / toluene / 14 h / 125 °C

With hydrogenchloride; 2,6-di-tert-butyl-4-methyl-phenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; toluene;
DOI:10.1021/ja00279a041