[(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane
CAS No.:400737-85-1
Molecular Formula:C₂₉H₄₂O₅SSi
Molecular Weight:530.801
Hs Code.:

Synonyms:[(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Suppliers and Price of [(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

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,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of [(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

There total 6 articles about [(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane 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: 83.0%

: 824-94-2
p-methoxybenzyl chloride

: 400737-82-8
(2S,3R,4S,5S,6S)-4-Allyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-methyl-2-phenylsulfanyl-tetrahydro-pyran-3-ol

: 400737-85-1
[(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M

Reference yield:

: 131087-35-9
phenyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

: 400737-85-1
[(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -78 °C

2.1: 92 percent / boron trichloride dimethylsulfide / CH₂Cl₂ / 0.5 h / 0 °C

3.1: nBu₂SnO / toluene / 6 h / Heating

3.2: 68 percent / cesium fluoride / dimethylformamide / 12 h / 70 °C

4.1: NaH / dimethylformamide / 25 °C

4.2: 83 percent / tetra-n-butylammonium iodide / dimethylformamide / 25 °C

With 2,6-dimethylpyridine; boron trichloride - methyl sulfide complex; sodium hydride; di(n-butyl)tin oxide; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0304953

Reference yield:

: 331456-83-8
S-phenyl 2,3-O-isopropylidene-4-O-(tert-butyldimethylsilyl)-1-thio-α-L-rhamnopyranoside

: 400737-85-1
[(2S,3S,4S,5R,6S)-4-Allyloxy-5-(4-methoxy-benzyloxy)-2-methyl-6-phenylsulfanyl-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: 92 percent / boron trichloride dimethylsulfide / CH₂Cl₂ / 0.5 h / 0 °C

2.1: nBu₂SnO / toluene / 6 h / Heating

2.2: 68 percent / cesium fluoride / dimethylformamide / 12 h / 70 °C

3.1: NaH / dimethylformamide / 25 °C

3.2: 83 percent / tetra-n-butylammonium iodide / dimethylformamide / 25 °C

With boron trichloride - methyl sulfide complex; sodium hydride; di(n-butyl)tin oxide; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja0304953