1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Base Information

• Chemical Name: 1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate
• CAS No.: 912846-30-1
• Molecular Formula: C₂₇H₃₅N₃O₅S
• Molecular Weight: 513.658

Synonyms:1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Chemical Property of 1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

Chemical Property:

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Technology Process of 1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

There total 1 articles about 1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate 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:

tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate (164148-92-9) + Cbz-Met-OH (1152-62-1) → 1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (912846-30-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2011.01.129

Reference yield:

1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (912846-30-1) → 1,1-dimethylethyl 6-[(3S)-2-oxo-3-({[(phenylmethyl)oxy]carbonyl}amino)-1-pyrrolidinyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (912846-31-2)

Guidance literature:

Multi-step reaction with 2 steps

1: methyl iodide / acetonitrile / 20 °C

2: caesium carbonate / acetonitrile / 60 °C

With caesium carbonate; methyl iodide; In acetonitrile;

DOI:10.1016/j.bmcl.2011.01.129

Reference yield:

1,1-dimethylethyl 6-[(N-{[(phenylmethyl)oxy]carbonyl}-L-methionyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate (912846-30-1) → C28H38N3O5S(1+)*I(1-)

Guidance literature:

With methyl iodide; In acetonitrile; at 20 ℃;

DOI:10.1016/j.bmcl.2011.01.129

upstream raw materials:

tert-butyl 6-amino-3,4-dihydroisoquinoline-2(1H)-carboxylate

Cbz-Met-OH

Downstream raw materials:

1,1-dimethylethyl 6-[(3S)-2-oxo-3-({[(phenylmethyl)oxy]carbonyl}amino)-1-pyrrolidinyl]-3,4-dihydro-2(1H)-isoquinolinecarboxylate

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