(4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

Base Information

Chemical Name:(4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one
CAS No.:1643685-80-6
Molecular Formula:C₂₁H₃₁IO₄Si
Molecular Weight:502.465
Hs Code.:

Synonyms:(4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

Suppliers and Price of (4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

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 (4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

There total 10 articles about (4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one 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: 92.0%

: 1643685-77-1
(4S,6S)-4-{[(4R,4R)-4-(dimethylphenylsilyl)-6-oxo-3,4,5,6-tetrahydro-2H-pyran-2-yl]methyl}-6-(iodomethyl)-1,3-dioxan-2-one

: 1643685-80-6
(4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

Guidance literature:: With toluene-4-sulfonic acid; In water; acetone; at 20 ℃; for 96h; Inert atmosphere;
DOI:10.1002/ejoc.201400145

Reference yield:

: 1643685-75-9
(4R,6R)-4-(dimethylphenylsilyl)-6-{[(6S)-4-(dimethylphenylsilyl)-2,2-dioxo-1,2-oxathian-6-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

: 1643685-80-6
(4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

2: triethylamine; dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere

3: iodine / acetonitrile / -20 °C / Inert atmosphere

4: toluene-4-sulfonic acid / acetone; water / 96 h / 20 °C / Inert atmosphere

With dmap; tetrabutyl ammonium fluoride; iodine; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile;
DOI:10.1002/ejoc.201400145

Reference yield:

: 1643685-72-6
(S)-6-{[(R)-2,2-dioxo-5,6-dihydro-1,2-oxathiin-6-yl]methyl}-5,6-dihydro-2H-pyran-2-one

: 1643685-80-6
(4R,6R)-4-(dimethylphenylsilyl)-6-{[(4S,6S)-6-(iodomethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl}-3,4,5,6-tetrahydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium / tetrahydrofuran / 18 h / -10 °C / Inert atmosphere

1.2: 3 h / -78 - -50 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

3.1: triethylamine; dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere

4.1: iodine / acetonitrile / -20 °C / Inert atmosphere

5.1: toluene-4-sulfonic acid / acetone; water / 96 h / 20 °C / Inert atmosphere

With dmap; tetrabutyl ammonium fluoride; iodine; lithium; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile;
DOI:10.1002/ejoc.201400145