methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate

Base Information

Chemical Name:methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate
CAS No.:449171-39-5
Molecular Formula:C₂₃H₂₈F₃NO₇
Molecular Weight:487.473
Hs Code.:

Synonyms:methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate

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Chemical Property of methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate

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Technology Process of methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate

There total 7 articles about methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate 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: 45.0%

: 20445-31-2
R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

: methyl N-(tert-butoxycarbonyl)-endo-2-hydroxy-7-azabicyclo[2.2.1]heptane-1-carboxylate

: 449171-39-5
methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate

: 449171-38-4
methyl (1S,2S,4R,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 19h;
DOI:10.1016/S0957-4166(02)00158-1

Reference yield:

: methyl 1-benzamido-c-4-methanesulfonyloxy-c-2-methoxycyclohexane-r-1-carboxylate

: 449171-39-5
methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / L-Selectride / tetrahydrofuran / 4 h / -78 °C

2: Et₃N / CH₂Cl₂ / 0 - 35 °C

3: 1.80 g / t-BuOK / tetrahydrofuran / 20.25 h / -78 - 20 °C

4: 95 percent / aq. HCl / 168 h / 120 °C

5: 100 percent / AcCl / 12 h / 60 °C

6: 80 percent / Na₂CO₃*10H₂O / tetrahydrofuran; H₂O / 15 h / 20 °C

7: 45 percent / DCC; DMAP / CH₂Cl₂ / 19 h / 0 - 20 °C

With hydrogenchloride; dmap; potassium tert-butylate; L-Selectride; sodium carbonate; triethylamine; acetyl chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0957-4166(02)00158-1

Reference yield:

: methyl N-benzoyl-7-azabicyclo[2.2.1]heptane-endo-2-methoxy-1-carboxylate

: 449171-39-5
methyl (1R,2R,4S,2'R)-N-(tert-butoxycarbonyl)-2-[2'-methoxy-2'-(trifluoromethyl)phenylacetoxy]-7-azabicyclo[2.2.1]heptane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / aq. HCl / 168 h / 120 °C

2: 100 percent / AcCl / 12 h / 60 °C

3: 80 percent / Na₂CO₃*10H₂O / tetrahydrofuran; H₂O / 15 h / 20 °C

4: 45 percent / DCC; DMAP / CH₂Cl₂ / 19 h / 0 - 20 °C

With hydrogenchloride; dmap; sodium carbonate; acetyl chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;
DOI:10.1016/S0957-4166(02)00158-1