4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

Base Information

Chemical Name:4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine
CAS No.:250698-60-3
Molecular Formula:C₄₅H₅₃ClF₂N₆O₁₁
Molecular Weight:927.399
Hs Code.:

4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

Synonyms:4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

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Chemical Property of 4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

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Technology Process of 4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

There total 5 articles about 4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine 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: 88.0%

: 250698-54-5
4-N-5'-O-bis(tert-butoxycarbonyl)gemcitabine

: 250698-58-9
(+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide

: 250698-60-3
4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 24 ℃; for 2h;
DOI:10.1021/jo9911140

Reference yield:

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

: 250698-60-3
4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

Guidance literature:: Multi-step reaction with 2 steps

1.1: TEA; DMAP / dioxane / 18 h / 24 °C

1.2: 48 percent / aq. Na₂CO₃ / methanol / 4 h / 24 °C

2.1: 88 percent / DCC; DMAP / CH₂Cl₂ / 2 h / 24 °C

With dmap; TEA; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; 1.1: Substitution / 1.2: Hydrolysis / 2.1: Acylation;
DOI:10.1021/jo9911140

Reference yield:

: 122111-03-9
gemcitabine hydrochloride

: 250698-60-3
4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

Guidance literature:: Multi-step reaction with 2 steps

1.1: TEA; DMAP / dioxane / 18 h / 24 °C

1.2: 48 percent / aq. Na₂CO₃ / methanol / 4 h / 24 °C

2.1: 88 percent / DCC; DMAP / CH₂Cl₂ / 2 h / 24 °C

With dmap; TEA; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; 1.1: Substitution / 1.2: Hydrolysis / 2.1: Acylation;
DOI:10.1021/jo9911140