<(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol

Base Information

• Chemical Name: <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol
• CAS No.: 120586-29-0
• Molecular Formula: C₂₆H₂₅NO₄S
• Molecular Weight: 447.555
• Mol file: 120586-29-0.mol

Synonyms:<(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol

Chemical Property of <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol

There total 7 articles about <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol 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: 95.0%

(1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (120586-28-9) → <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol (120586-29-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Ambient temperature;

Reference yield: 95.0%

menthyl (1S,2R,3S,4S)-5,6-dibenzyloxy-3-<2-pyridylthio>-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate (120586-28-9,132342-12-2) → <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol (120586-29-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 0.916667h; Ambient temperature;

Reference yield:

3,4-bis(benzoloxy)furan (53996-40-0) → <(1S,2S,3S,4S)-5,6-dibenzyloxy-3-(2-pyridylthio)-7-oxabicyclo<2.2.1>hept-5-en-2-yl>methanol (120586-29-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diethylaluminium chloride / CH₂Cl₂ / 120 h / -20 °C

2: 84 percent / PBr₃ / dimethylformamide / 0 °C

3: 95 percent / lithium aluminium hydride / diethyl ether / Ambient temperature

With lithium aluminium tetrahydride; diethylaluminium chloride; phosphorus tribromide; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

menthyl (1S,2R,3S,4S)-5,6-dibenzyloxy-3-<2-pyridylthio>-7-oxabicyclo<2.2.1>hept-5-ene-2-carboxylate

(1S,2R,3S,4S)-5,6-Bis-benzyloxy-3-(pyridin-2-ylsulfanyl)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

3,4-bis(benzoloxy)furan

menthyl (S)s-3-(2-pyridylsulfinyl)propenoate

Downstream raw materials:

4-acetoxy-5-(acetoxymethyl)-2,3-dibenzyloxycyclohexanol

(3R,4R,5R)-3,4-dibenzyloxy-5-(t-butyldiphenylsiloxy)cyclohex-1-enylmethanol

(3R,4R,5R)-methyl 3,4-dibenzyloxy-5-(t-butyldiphenylsiloxy)cyclohex-1-ene-1-carboxylate

(1S,2S,3R,4R,5R)-2-acetoxy-1-(acetoxymethyl)-3,4-dibenzyloxy-5-(t-butyldiphenylsiloxy)cyclohexane