{trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester
CAS No.:1416224-49-1
Molecular Formula:C₂₃H₃₃N₃O₅
Molecular Weight:431.532
Hs Code.:

Synonyms:{trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester

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Chemical Property of {trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester

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Technology Process of {trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester

There total 11 articles about {trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic 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: 68.0%

: 1416224-47-9
{trans-4-[5-(3-benzyloxy-6-methoxy-[1,5]naphthyridin-4-yl)-2-oxo-[1,3]dioxolan-4-ylmethyl]-cyclohexyl}-carbamic acid tert-butyl ester

: 1416224-49-1
{trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester

Guidance literature:: With hydrogen; triethylamine; palladium-on-charcoal; In methanol; at 18 - 25 ℃; for 1h; under 750.075 Torr;

Reference yield:

: 915976-85-1
8-bromo-7-chloro-2-methoxy-1,5-naphthyridine

: 1416224-49-1
{trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: N,N-dimethyl-formamide / 8 h / 130 °C

2.1: sodium hydride / tetrahydrofuran / 2 h / -30 °C

3.1: sodium hydroxide; dihydrogen peroxide / manganese(IV) oxide / water; methanol / 1 h / 70 °C

4.1: Schwartz's reagent / tetrahydrofuran / 0.17 h / 18 - 25 °C

5.1: phosphorus tribromide / dichloromethane / 1 h / 18 - 25 °C

5.2: pH 7

6.1: toluene / 6 h / Reflux

7.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

7.2: 15 h / 18 - 25 °C

8.1: 4-methylmorpholine N-oxide / potassium osmate(VI) dihydrate / water; acetone / 15 h / 18 - 25 °C

9.1: toluene / 2 h / 70 °C

10.1: triethylamine; hydrogen / palladium-on-charcoal / methanol / 1 h / 18 - 25 °C / 750.08 Torr

With Schwartz's reagent; hydrogen; dihydrogen peroxide; phosphorus tribromide; sodium hydride; 4-methylmorpholine N-oxide; triethylamine; sodium hydroxide; manganese(IV) oxide; potassium osmate(VI) dihydrate; palladium-on-charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;

Reference yield:

: 1312577-91-5
3-chloro-6-methoxy-[1,5]naphthyridine-4-carbonitrile

: 1416224-49-1
{trans-4-[2-hydroxy-3-(3-hydroxy-6-methoxy-[1,5]naphthyridin-4-yl)-propyl]-cyclohexyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydride / tetrahydrofuran / 2 h / -30 °C

2.1: sodium hydroxide; dihydrogen peroxide / manganese(IV) oxide / water; methanol / 1 h / 70 °C

3.1: Schwartz's reagent / tetrahydrofuran / 0.17 h / 18 - 25 °C

4.1: sodium tetrahydroborate / methanol / 0.08 h / 18 - 25 °C

5.1: phosphorus tribromide / dichloromethane / 1 h / 18 - 25 °C

5.2: pH 7

6.1: toluene / 6 h / Reflux

7.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C

7.2: 15 h / 18 - 25 °C

8.1: 4-methylmorpholine N-oxide / potassium osmate(VI) dihydrate / water; acetone / 15 h / 18 - 25 °C

9.1: toluene / 2 h / 70 °C

10.1: triethylamine; hydrogen / palladium-on-charcoal / methanol / 1 h / 18 - 25 °C / 750.08 Torr

With sodium tetrahydroborate; Schwartz's reagent; hydrogen; dihydrogen peroxide; phosphorus tribromide; sodium hydride; 4-methylmorpholine N-oxide; triethylamine; sodium hydroxide; manganese(IV) oxide; potassium osmate(VI) dihydrate; palladium-on-charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene;