Jamshed Javeed, from Manchester, was "determined to fight jihad" despite pleas from his family not to, Woolwich Crown Court heard.
Javeed admitted terror offences, claimed in court he wanted to go to support ordinary Syrians.
He was arrested in December 2013 hours before he was set to leave the UK.
Javeed, a teacher at Sharples High School in Bolton, had been preparing to leave his home after helping his younger brother Mohammed make the trip to Syria.
Javeed's case again highlighted the problem faced by parents in the UK trying to stop their children from being radicalised by terror groups.
Police found 1,490 pounds in cash, thermal gloves and combat-style trousers in a rucksack during a search at his home.
At an earlier hearing, Javeed admitted two counts of engaging in conduct in preparation of terror acts but insisted he was travelling only to support the people of Syria, not to join Islamic State.
But in sentencing him, Judge Michael Topolski said he was "not satisfied" Javeed had rejected "Isis's ultimate aims" and believed he remained "adherent to a violent jihadist mindset" and considered him "dangerous".
He said Javeed played an "important role" in enabling his younger brother and three other men to travel to Syria to fight.
"One of those young men is now dead. The other three are effectively missing."
Judge Topolski imposed an extended sentence of nine years, comprising a custodial term of six years and an extended licence period of three years.
Judge Topolski praised the "resolve and courage" of Javeed's family in attempting to scupper his plans.
You’ve reached your limit of {{free_limit}} free articles this month.
Subscribe now for unlimited access.
Already subscribed? Log in
Subscribe to read the full story →
Smart Quarterly
₹900
3 Months
₹300/Month
Smart Essential
₹2,700
1 Year
₹225/Month
Super Saver
₹3,900
2 Years
₹162/Month
Renews automatically, cancel anytime
Here’s what’s included in our digital subscription plans
Exclusive premium stories online
Over 30 premium stories daily, handpicked by our editors


Complimentary Access to The New York Times
News, Games, Cooking, Audio, Wirecutter & The Athletic
Business Standard Epaper
Digital replica of our daily newspaper — with options to read, save, and share


Curated Newsletters
Insights on markets, finance, politics, tech, and more delivered to your inbox
Market Analysis & Investment Insights
In-depth market analysis & insights with access to The Smart Investor


Archives
Repository of articles and publications dating back to 1997
Ad-free Reading
Uninterrupted reading experience with no advertisements


Seamless Access Across All Devices
Access Business Standard across devices — mobile, tablet, or PC, via web or app
