(2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester
CAS No.:210702-50-4
Molecular Formula:C₃₉H₃₇N₅O₆
Molecular Weight:671.753
Hs Code.:

(2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

Synonyms:(2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

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Chemical Property of (2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

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Technology Process of (2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

There total 15 articles about (2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl 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:

: 2018-66-8
Z-Leu-OH

: 210702-50-4
(2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: DCC

2: DDQ / toluene / Heating

3: 1.) Hg(OTFA)2, 2.) KI, 3.) I₂

4: Pd₂(dba)3, P(o-tolyl)3, K₂CO₃ / toluene / Heating

5: Zn, AcOH

6: DCC

7: 93 percent / Zn, AcOH / ethyl acetate

8: 82 percent / Et₃N, DMAP

9: 91 percent / Bu₃P / benzene / 60 °C

10: 3-n-butyl-1,2-benzisothiazole-1,1-dioxide oxide / 48 h

11: NaBH₄, AcOH

With dmap; sodium tetrahydroborate; 3-butyl-1,2-benzisothiazole-1,1-dioxide; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tributylphosphine; iodine; mercury(II) trifluoroacetate; potassium carbonate; acetic acid; triethylamine; dicyclohexyl-carbodiimide; tris-(o-tolyl)phosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium iodide; zinc; In ethyl acetate; toluene; benzene;
DOI:10.1021/ja9809408

Reference yield:

: 34897-85-3
o-azidobenzoyl chloride

: 210702-50-4
(2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / Et₃N, DMAP

2: 91 percent / Bu₃P / benzene / 60 °C

3: 3-n-butyl-1,2-benzisothiazole-1,1-dioxide oxide / 48 h

4: NaBH₄, AcOH

With dmap; sodium tetrahydroborate; 3-butyl-1,2-benzisothiazole-1,1-dioxide; tributylphosphine; acetic acid; triethylamine; In benzene;
DOI:10.1021/ja9809408

Reference yield:

: 88050-14-0
Troc-Trp-OH

: 210702-50-4
(2S,9S,9aR)-9-((7S,7aS)-5,13-Dioxo-5,6,7,7a,8,13-hexahydro-6,8,13a-triaza-benzo[3,4]cyclohepta[1,2-b]naphthalen-7-ylmethyl)-9-hydroxy-2-isobutyl-3-oxo-2,3,9,9a-tetrahydro-imidazo[1,2-a]indole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 88 percent / DCC, DMAP

2: 81 percent / BH₃*THF, TFA

3: DCC

4: DDQ / toluene / Heating

5: 1.) Hg(OTFA)2, 2.) KI, 3.) I₂

6: Pd₂(dba)3, P(o-tolyl)3, K₂CO₃ / toluene / Heating

7: Zn, AcOH

8: DCC

9: 93 percent / Zn, AcOH / ethyl acetate

10: 82 percent / Et₃N, DMAP

11: 91 percent / Bu₃P / benzene / 60 °C

12: 3-n-butyl-1,2-benzisothiazole-1,1-dioxide oxide / 48 h

13: NaBH₄, AcOH

With dmap; sodium tetrahydroborate; 3-butyl-1,2-benzisothiazole-1,1-dioxide; borane-THF; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tributylphosphine; iodine; mercury(II) trifluoroacetate; potassium carbonate; acetic acid; triethylamine; dicyclohexyl-carbodiimide; tris-(o-tolyl)phosphine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium iodide; zinc; In ethyl acetate; toluene; benzene;
DOI:10.1021/ja9809408