Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM

Base Information

Chemical Name:Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM
CAS No.:383910-49-4
Molecular Formula:C₄₄H₆₄N₄O₁₁Si
Molecular Weight:853.098
Hs Code.:

Synonyms:Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM

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Chemical Property of Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM

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Technology Process of Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM

There total 4 articles about Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM 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: 60.0%

: 116939-86-7
((benzyloxy)carbonyl)-L-leucyl-L-proline

: 383910-48-3
L-3-carboxy-1,2,3,4-tetrahydroisoquinoline-O-Boc-threonine-OSEM

: 383910-49-4
Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM

Guidance literature:: ((benzyloxy)carbonyl)-L-leucyl-L-proline; With 4-methyl-morpholine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; In dichloromethane; at -15 ℃; for 0.5h;

L-3-carboxy-1,2,3,4-tetrahydroisoquinoline-O-Boc-threonine-OSEM; With 4-methyl-morpholine; In dichloromethane; at 0 ℃; for 6h; Further stages.;
DOI:10.1021/jo0105991

Reference yield:

: 74163-81-8
L-Tic-OH

: 383910-49-4
Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / NaHCO₃ / H₂O / 1.5 h / 20 °C

2.1: 89 percent / Et₃N; DMAP; isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

3.1: 86 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.65 Torr

4.1: BOP-Cl; NMM / CH₂Cl₂ / 0.5 h / -15 °C

4.2: 60 percent / NMM / CH₂Cl₂ / 6 h / 0 °C

With 4-methyl-morpholine; dmap; Isopropenyl chloroformate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydrogencarbonate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate;
DOI:10.1021/jo0105991

Reference yield:

: 79261-58-8
(S)-3,4-dihydro-1H-isoquinoline-2,3-dicarboxylic acid 2-benzyl ester

: 383910-49-4
Cbz-leucylpropyl-L-(3-carboxy-1,2,3,4-tetrahydroisoquinoline)-O-Boc-threonine-OSEM

Guidance literature:: Multi-step reaction with 3 steps

1.1: 89 percent / Et₃N; DMAP; isopropenyl chloroformate / CH₂Cl₂ / 1 h / 0 °C

2.1: 86 percent / H₂ / Pd/C / methanol; ethyl acetate / 3 h / 2068.65 Torr

3.1: BOP-Cl; NMM / CH₂Cl₂ / 0.5 h / -15 °C

3.2: 60 percent / NMM / CH₂Cl₂ / 6 h / 0 °C

With 4-methyl-morpholine; dmap; Isopropenyl chloroformate; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo0105991