(3R,1Z)-3-(tri-n-butylstannyl)-1-{(benzyloxy)methoxy}-1-heptene

Base Information

• Chemical Name: (3R,1Z)-3-(tri-n-butylstannyl)-1-{(benzyloxy)methoxy}-1-heptene
• CAS No.: 124665-07-2
• Molecular Formula: C₂₇H₄₈O₂Sn
• Molecular Weight: 523.387
• Mol file: 124665-07-2.mol

Synonyms:

Chemical Property of (3R,1Z)-3-(tri-n-butylstannyl)-1-{(benzyloxy)methoxy}-1-heptene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,1Z)-3-(tri-n-butylstannyl)-1-{(benzyloxy)methoxy}-1-heptene

There total 2 articles about (3R,1Z)-3-(tri-n-butylstannyl)-1-{(benzyloxy)methoxy}-1-heptene 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: 84.0%

(S),(E)-1-<(tri-n-butyl)stannyl>-1-<1-(benzyloxy)methoxy>-2-heptene (123873-82-5,124665-06-1) → (3S,1Z)-3-(tri-n-butylstannyl)-1-{(benzyloxy)methoxy}-1-heptene (124665-07-2,124664-84-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Mixt. was stirred for 1 h at -78°C (inert atm.);; mixt. was quenched with satd. aq. NaHCO3 and warmed to room temp.; aq. phase was extd. with ether, organic phases were washed with brine, dried over anhyd. MgSO4, chromd. (hexane);;

Reference yield: 80.0%

(1R,2E)-1-(tri-n-butylstannyl)-1-(methoxymethoxy)-2-butene (131433-65-3,84510-37-2,131433-64-2) → (3R,1Z)-3-(tri-n-butylstannyl)-1-{(benzyloxy)methoxy}-1-heptene (124664-84-2,124665-07-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Mixt. was stirred for 1 h at -78°C (inert atm.);; mixt. was quenched with satd. aq. NaHCO3 and warmed to room temp.; aq. phase was extd. with ether, organic phases were washed with brine, dried over anhyd. MgSO4, chromd. (hexane);;

Reference yield: 78.0%

heptanal (111-71-7) + (3S,1Z)-3-(tri-n-butylstannyl)-1-{(benzyloxy)methoxy}-1-heptene (124665-07-2,124664-84-2) → C4H9(CH)2CH(HO)CH(OH)C6H13 + (7R,5E)-7-<(benzyloxy)methoxy>-5-tetradecen-8-ol (124665-00-5,124691-99-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Mixt. was stirred at -78°C for 1 h;; Mixt. was warmed to ambient temp., phases were sepd.; aq. phase was extd. with ether, chromd. on silica gel (EtAc-hexane); 88:12 mixt. of syn(8R):anti(8S) isomers;;

upstream raw materials:

(S),(E)-1-<(tri-n-butyl)stannyl>-1-<1-(benzyloxy)methoxy>-2-heptene

(1R,2E)-1-(tri-n-butylstannyl)-1-(methoxymethoxy)-2-butene

Downstream raw materials:

(2R,3E)-1-phenyl-2-<(benzyloxy)methoxy>-3-octen-1-ol

(7R,5E)-7-<(benzyloxy)methoxy>-5-tetradecen-8-ol

(7R,5E,9E)-7-<(benzyloxy)methoxy>-5,9-tetradecadien-8-ol

(7R,5E)-7-<(benzyloxy)methoxy>-5-tetradecen-9-yn-8-ol