5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester
CAS No.:256345-68-3
Molecular Formula:C₄₆H₄₉N₅O₅S
Molecular Weight:783.992
Hs Code.:

5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester

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Chemical Property of 5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester

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Technology Process of 5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester

There total 11 articles about 5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl 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:

: 256345-58-1
5-[(3aS,4R,8R,8aS)-4,8-Dibenzyl-2,2-dimethyl-7-(3-nitro-benzyl)-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester

: 256345-68-3
5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester

Guidance literature:: With ammonium formate; palladium on activated charcoal; In ethanol; for 1.5h; Heating;
DOI:10.1016/S0960-894X(99)00564-8

Reference yield:

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

: 256345-68-3
5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / DMAP; Et₃N / CH₂Cl₂ / 1 h / 25 °C

2: 77 percent / NH₃ / methanol / 14 h / 25 °C

3: 79 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

4: 82 percent / (Ph₃P)4Pd; TBAB; Na₂CO₃ / toluene; ethanol / 1.5 h / Heating

5: HCOONH₄ / 10 percent Pd/C / ethanol / 1.5 h / Heating

With pyridine; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tetrabutylammomium bromide; ammonia; ammonium formate; sodium carbonate; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; toluene; 1: t-Butoxycarbonylation / 2: Ammonolysis / 3: Triflation / 4: Arylation / 5: Reduction;
DOI:10.1016/S0960-894X(99)00564-8

Reference yield:

: 64113-84-4
2-fluoro-5-methylbenzonitrile

: 256345-68-3
5-[(3aS,4R,8R,8aS)-7-(3-Amino-benzyl)-4,8-dibenzyl-2,2-dimethyl-6-oxo-hexahydro-1,3-dioxa-5,7-diaza-azulen-5-ylmethyl]-3-thiophen-3-yl-indazole-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 75 percent aq. H₂SO₄ / 0.5 h / 150 °C

2: aq. HCl / 14 h / Heating

3: 15 percent / NBS; (PhCO)2O₂ / CCl₄

4: 52 percent / acetonitrile / 48 h / Heating

5: 42 percent / NH₂NH₂ / butan-1-ol / 6 h / Heating

6: 79 percent / DMAP; Et₃N / CH₂Cl₂ / 1 h / 25 °C

7: 77 percent / NH₃ / methanol / 14 h / 25 °C

8: 79 percent / pyridine / CH₂Cl₂ / 1 h / 0 °C

9: 82 percent / (Ph₃P)4Pd; TBAB; Na₂CO₃ / toluene; ethanol / 1.5 h / Heating

10: HCOONH₄ / 10 percent Pd/C / ethanol / 1.5 h / Heating

With pyridine; hydrogenchloride; dmap; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; tetrabutylammomium bromide; ammonia; ammonium formate; sodium carbonate; triethylamine; hydrazine; dibenzoyl peroxide; palladium on activated charcoal; In methanol; tetrachloromethane; ethanol; dichloromethane; toluene; acetonitrile; butan-1-ol; 1: Hydrolysis / 2: Esterification / 3: Bromination / 4: Alkylation / 5: Condensation / 6: t-Butoxycarbonylation / 7: Ammonolysis / 8: Triflation / 9: Arylation / 10: Reduction;
DOI:10.1016/S0960-894X(99)00564-8