(-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol

Base Information

• Chemical Name: (-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol
• CAS No.: 67760-74-1
• Molecular Formula: C₁₉H₂₅BO₂
• Molecular Weight: 296.217
• Mol file: 67760-74-1.mol

Synonyms:(-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol

Chemical Property of (-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol

There total 1 articles about (-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol 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:

Allylbis(dimethylamino)boran (77078-97-8) + (+)-(1R,2S,3S,4S)-1,7,7-trimethyl-3-phenylbicyclo[2.2.1]heptane-2,3-diol (67814-35-1) → (-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol (67760-74-1)

Guidance literature:

In diethyl ether; byproducts: dimethylamine; addn. at room temp. then reflux; removal of dimethylamine, distn.;

Reference yield:

acetaldehyde (75-07-0,9002-91-9) + (-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol (67760-74-1) → (R)-pent-4-en-2-ol (64584-92-5) + (S)-4-penten-2-ol (625-31-0,64584-92-5,111957-98-3,55563-79-6)

Guidance literature:

With triethanolamine; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) propane, -90 deg C, 2 h; 12 h, 20 deg C, 2.) 2 h;

Reference yield:

butyraldehyde (123-72-8) + (-)-(1R,2S,3S,4S)-2,3-O-Allylborylen-3-endo-phenyl-2-exo,3-exo-bornandiol (67760-74-1) → (4R)-hept-1-en-ol (3521-91-3,85520-72-5,111321-98-3,67760-84-3) + (4S)-hept-1-en-4-ol (85520-72-5)

Guidance literature:

With triethanolamine; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) hexane, -40 deg C, 2 h; 20 deg C, 12 h, 2.) 2 h;

upstream raw materials:

Allylbis(dimethylamino)boran

(+)-(1R,2S,3S,4S)-1,7,7-trimethyl-3-phenylbicyclo[2.2.1]heptane-2,3-diol

Downstream raw materials:

(4R,S,6S)-6-Benzyloxy-1-(2-methyl-1,3-dioxolan-2-yl)-4-heptanol

(4R,S,6R)-6-Benzyloxy-1-(2-methyl-1,3-dioxolan-2-yl)-4-heptanol

(3S)-3-(Benzyloxy)butanal

(R)-3-benzyloxybutanal