(+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

Base Information

Chemical Name:(+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane
CAS No.:256659-00-4
Molecular Formula:C₂₃H₃₀O₄S
Molecular Weight:402.555
Hs Code.:

Synonyms:(+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

Suppliers and Price of (+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

There total 7 articles about (+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane 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: 55.0%

: 100-39-0
benzyl bromide

: 256658-99-8
(+)-[2S,4S,R(S)]-6-hydroxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

: 256659-00-4
(+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃;
DOI:10.1002/(SICI)1099-0690(199911)1999:11<3021::AID-EJOC3021>3.0.CO;2-R

Reference yield:

: 1517-82-4
(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate

: 256659-00-4
(+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / NaH; tBuLi / pentane; tetrahydrofuran / 0.67 h / 0 °C

2: 44 percent / DIBAL-H / toluene; methanol / 1.75 h / -78 - 20 °C

3: 97 percent / Et₂BOMe; NaBH₄ / tetrahydrofuran; methanol / 4 h / -78 °C

4: 98 percent / pTsOH / acetone / 3 h / 20 °C

5: 76 percent / DIBAL-H / toluene; tetrahydrofuran / 4 h / -78 °C

6: 55 percent / Bu₄NI / tetrahydrofuran / 20 °C

With sodium tetrahydroborate; diethyl methoxy borane; tert.-butyl lithium; tetra-(n-butyl)ammonium iodide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; acetone; toluene; pentane; 1: Substitution / 2: Reduction / 3: Reduction / 4: Condensation / 5: Reduction / 6: benzylation;
DOI:10.1002/(SICI)1099-0690(199911)1999:11<3021::AID-EJOC3021>3.0.CO;2-R

Reference yield:

: 77-76-9
2,2-dimethoxy-propane

: 256659-00-4
(+)-[2S,4S,S(R)]-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylsulfinyl)hexane

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / pTsOH / acetone / 3 h / 20 °C

2: 76 percent / DIBAL-H / toluene; tetrahydrofuran / 4 h / -78 °C

3: 55 percent / Bu₄NI / tetrahydrofuran / 20 °C

With tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; acetone; toluene; 1: Condensation / 2: Reduction / 3: benzylation;
DOI:10.1002/(SICI)1099-0690(199911)1999:11<3021::AID-EJOC3021>3.0.CO;2-R