(3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

Base Information

Chemical Name:(3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide
CAS No.:362477-17-6
Molecular Formula:C₂₆H₂₆F₃N₂O₅P
Molecular Weight:534.472
Hs Code.:

Synonyms:(3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

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Chemical Property of (3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

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Technology Process of (3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

There total 4 articles about (3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide 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:

: 362477-52-9
C₉H₉ClF₃O₃P

: 404001-44-1
(3R)-N-benzyloxy-1,2,3,4-tetrahydroisoquinoline-3-hydroxamide

: 362477-17-6
(3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1016/S0960-894X(01)00796-X

Reference yield:

: 362477-47-2
(4-methoxyphenyl)phosphonic acid bis(2,2,2-trifluoroethyl) ester

: 362477-17-6
(3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: KOH

2: SOCl₂; DMF / Heating

3: i-Pr₂NEt / tetrahydrofuran

With potassium hydroxide; thionyl chloride; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran;
DOI:10.1016/S0960-894X(01)00796-X

Reference yield:

: 41220-48-8
(3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride

: 362477-17-6
(3R)-N-benzyloxy-2-[(RS)-(2,2,2-trifluoroethoxy)(4-methoxyphenyl)phosphoryl]-1,2,3,4-tetrahydroisoquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / aq. sodium carbonate / dioxane / 20 °C

2: 41 percent / WSC; HOBt; triethylamine / dimethylformamide / 20 °C

3: 4.6 g / 4 N HCl / ethyl acetate / 2 h / 20 °C

4: diisopropylethylamine / tetrahydrofuran / 20 °C

With hydrogenchloride; sodium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm010349c