(3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

Base Information

• Chemical Name: (3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester
• CAS No.: 1036717-90-4
• Molecular Formula: C₂₅H₃₀N₂O₅
• Molecular Weight: 438.524
• Mol file: 1036717-90-4.mol

Synonyms:(3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

Chemical Property of (3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

There total 2 articles about (3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester 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: 87.0%

BOC-Phe-POBT (99532-43-1,80633-33-6) + methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate (79815-19-3,79799-05-6) → (3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester (1036717-90-4)

Guidance literature:

methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate; With triethylamine; In tetrahydrofuran; for 0.5h; pH=9; Inert atmosphere;

BOC-Phe-POBT; With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 14h; Inert atmosphere;

DOI:10.1016/j.bmc.2008.09.019

Reference yield: 75.0%

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate (79815-19-3,79799-05-6) → (3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester (1036717-90-4)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃; for 14h; under 750.075 Torr; pH=9; Inert atmosphere;

DOI:10.1016/j.bmc.2010.01.009

Reference yield: 96.0%

(3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester (1036717-90-4) → (3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (207228-30-6)

Guidance literature:

(3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester; With sodium hydroxide; water; In methanol; at 0 ℃; for 3h; Inert atmosphere;

With potassium hydrogensulfate; water; In methanol; pH=2 - 7; Inert atmosphere;

DOI:10.1016/j.bmc.2008.09.019

upstream raw materials:

BOC-Phe-POBT

methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate

N-tert-butoxycarbonyl-L-phenylalanine

Downstream raw materials:

(3S)-N-(Boc-L-phenylalaninyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid