ent-codonopsine

Base Information

Chemical Name:ent-codonopsine
CAS No.:114762-35-5
Molecular Formula:C₁₄H₂₁NO₄
Molecular Weight:267.325
Hs Code.:

Synonyms:ent-codonopsine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ent-codonopsine

Chemical Property:

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Technology Process of ent-codonopsine

There total 8 articles about ent-codonopsine 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: 56.0%

: C₂₅H₂₉NO₈

: 114762-35-5
ent-codonopsine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; for 5h; Reflux;
DOI:10.1039/d1ob01624e

Reference yield:

: 1393524-11-2
(3S)-3-(benzyloxycarbonylamino)but-1-yne

: 114762-35-5
ent-codonopsine

Guidance literature:: Multi-step reaction with 7 steps

1.1: copper(l) cyanide; n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

1.2: 1.25 h / -78 °C / Inert atmosphere

2.1: N-Bromosuccinimide / dichloromethane / 3 h / 0 - 20 °C

3.1: (1,2-dimethoxyethane)dichloronickel(II); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate; [2,2]bipyridinyl / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere; Irradiation

4.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / acetone / 0 - 20 °C

5.1: dmap; triethylamine / dichloromethane / 2 h / 0 - 20 °C

6.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / acetonitrile / Reflux

7.1: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / Reflux

With dmap; [2,2]bipyridinyl; N-Bromosuccinimide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; (1,2-dimethoxyethane)dichloronickel(II); (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; water; copper(l) cyanide; caesium carbonate; 4-methylmorpholine N-oxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1039/d1ob01624e

Reference yield:

: (S,E)-benzyl (5-(3,4-dimethoxyphenyl)pent-3-en-2-yl)carbamate

: 114762-35-5
ent-codonopsine

Guidance literature:: Multi-step reaction with 4 steps

1: osmium(VIII) oxide; 4-methylmorpholine N-oxide; water / acetone / 0 - 20 °C

2: dmap; triethylamine / dichloromethane / 2 h / 0 - 20 °C

3: 2,3-dicyano-5,6-dichloro-p-benzoquinone / acetonitrile / Reflux

4: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / Reflux

With dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; water; 4-methylmorpholine N-oxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; acetone; acetonitrile;
DOI:10.1039/d1ob01624e