<2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol

Base Information

Chemical Name:<2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol
CAS No.:129285-85-4
Molecular Formula:C₁₅H₂₂O₃
Molecular Weight:250.338
Hs Code.:

Synonyms:<2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol

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Chemical Property of <2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol

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Technology Process of <2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol

There total 1 articles about <2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol 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: 90.0%

: 129285-84-3
trans-2-allyl-3-benzyloxytetrahydropyran

: 129285-85-4
<2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol

Guidance literature:: With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; for 0.5h; Ambient temperature;
DOI:10.1021/ja00173a013

Reference yield: 71.0%

: 129285-85-4
<2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol

: 129285-86-5
<2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1021/ja00173a013

Reference yield:

: 129285-85-4
<2,3,4,5-tetrahydro-3-O-(benzyloxy)-(2S,3R)-pyran-2-yl>propanol

: 129286-02-8,129388-27-8
2-O-benzyl <7-hydroxy-2,3,4,4a,7,8,9,10-octahydro-(4aS,10aR)-pyrano<3,2-b>oxocin-6-yl>ethanol

Guidance literature:: Multi-step reaction with 12 steps

1: 71 percent / oxalyl chloride, DMSO / CH₂Cl₂ / 0.5 h / -78 °C

2: 78 percent / ZnBr₂ / diethyl ether / 0.33 h / -78 °C

3: 100 percent / H₂ / Pd(OH)2 / ethyl acetate; methanol / 3 h / 25 °C

4: 1.) Ph₃P, dipyridyl disulfide, 2.) AgClO₄ / 1.) CH₂Cl₂, 30 min, 2.) toluene, reflux, 1.5 h

5: HF*pyridine / tetrahydrofuran / 2 h / Ambient temperature

6: NEt₃, methanesulfonyl chloride, DBU / toluene / 3 h / 105 °C

7: 68 percent / Lawesson's reagent / toluene / 3.5 h / Heating

9: 84 percent / Ph₃SnH, AIBN / toluene / 0.5 h / Heating

10: 71 percent / LiEt₃BH / tetrahydrofuran / 1 h / 25 °C

11: 1.) KH / 1.) THF, RT, 1.5 h, 2.) 55 deg C, 3 h

12: 1.) BH₃, 2.) 3 N NaOH, 30percent aq. H₂O₂ / 1.) THF, 0 deg C, 30 min, 2.) 1 h

With Lawessons reagent; sodium hydroxide; oxalyl dichloride; 2,2'-dipyridyldisulphide; 2,2'-azobis(isobutyronitrile); borane; triphenylstannane; hydrogen; dihydrogen peroxide; silver perchlorate; potassium hydride; lithium triethylborohydride; pyridine hydrogenfluoride; dimethyl sulfoxide; methanesulfonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; zinc dibromide; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene;
DOI:10.1021/ja00173a013