5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl ester

Base Information

Chemical Name:5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl ester
CAS No.:494847-53-9
Molecular Formula:C₃₇H₃₆N₂O₇
Molecular Weight:620.702
Hs Code.:

Synonyms:5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl ester

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Chemical Property of 5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl ester

Chemical Property:

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Technology Process of 5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl ester

There total 2 articles about 5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl 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:

: 151838-62-9
N-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

: 152699-63-3
5-Amino-isophthalic acid dibenzyl ester

: 494847-53-9
5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl ester

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane;
DOI:10.1016/S0960-894X(97)00211-4

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 494847-53-9
5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / Et₃N / H₂O; dioxane / 48 h / 20 °C

2: diisopropylethylamine; bromotris(pyrrolidine)phosphonium hexafluorophosphate; DMAP / CH₂Cl₂ / 19 h / 20 °C

With dmap; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In 1,4-dioxane; dichloromethane; water;
DOI:10.1016/S0223-5234(02)01351-X

Reference yield:

: 494847-53-9
5-[(2-tert-Butoxycarbonyl-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid dibenzyl ester

: 5-[(2-{6-[(Adamantan-1-ylmethyl)-carbamoyl]-3H-benzoimidazole-5-carbonyl}-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl)-amino]-isophthalic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 86 mg / trifluoroacetic acid / 1 h / 20 °C

2: acetonitrile / 3 h / Heating

3: 60 mg / bromotris(pyrrolidine)phosphonium hexafluorophosphate; diisopropylethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

4: 98 percent / H₂ / Pd/C / tetrahydrofuran; methanol / 12 h

With dmap; hydrogen; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1016/S0223-5234(02)01351-X