methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-carboxylate

Base Information

Chemical Name:methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-carboxylate
CAS No.:383910-52-9
Molecular Formula:C₂₀H₁₉I₂NO₅
Molecular Weight:607.184
Hs Code.:

Synonyms:methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-carboxylate

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Chemical Property of methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-carboxylate

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Technology Process of methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-carboxylate

There total 1 articles about methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-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: 91.0%

: 77-78-1
dimethyl sulfate

: 271247-88-2
(S)-2-benzyloxycarbonyl-1,2,3,4-tetrahydro-7-hydroxy-6,8-diiodo-isoquinoline-3-carboxylic acid

: 383910-52-9
methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-carboxylate

Guidance literature:: With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In tetrahydrofuran;
DOI:10.1021/jo0105991

Reference yield: 87.0%

: 383910-52-9
methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-carboxylate

: 383910-53-0
methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxyisoquinoline-3-carboxylate

Guidance literature:: With sodium tetrahydroborate; copper(l) chloride; In methanol; at 0 ℃;
DOI:10.1021/jo0105991

Reference yield:

: 383910-52-9
methyl N-Cbz-L-1,2,3,4-tetrahydro-7-methoxy-6,8-di-iodoisoquinoline-3-carboxylate

: 383910-58-5
Cbz-leucylprolyl-L-(3-carboxy-1,2,3,4-tetrahydro-7-methoxyisoquinoline)-O-Boc-threonine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 87 percent / NaBH₄; CuCl / methanol / 0 °C

2.1: 97 percent / LiOH*H₂O / tetrahydrofuran; methanol / 18 h / 0 - 20 °C

3.1: 78 percent / Et₃N; DMAP; isopropenyl chloroformate / CH₂Cl₂ / 1.5 h / 0 °C

4.1: H₂ / Pd/C / methanol; ethyl acetate / 5 h / 2585.81 Torr

5.1: BOP-Cl; NMM / CH₂Cl₂ / 0.75 h / -15 - 0 °C

5.2: 2.90 g / NMM / CH₂Cl₂ / 6 h / 0 °C

6.1: MgBr₂ / CH₂Cl₂ / 3 h / 0 °C

With 4-methyl-morpholine; dmap; lithium hydroxide; sodium tetrahydroborate; Isopropenyl chloroformate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; copper(l) chloride; magnesium bromide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo0105991