5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

Base Information

Chemical Name:5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane
CAS No.:569661-75-2
Molecular Formula:C₅₉H₉₈O₁₂Si₂
Molecular Weight:1055.59
Hs Code.:

5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

Synonyms:5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

Suppliers and Price of 5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

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 5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

There total 8 articles about 5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane 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: 72.0%

: 1530-32-1
ethyltriphenylphosphonium bromide

: 569661-73-0
2S-[2R,3R-bisbenzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4-yloxy]-4-{3S-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanoxy)-tetrahydropyran-2R-ylmethyl]-2S-methyl-oxiranyl}butyraldehyde

: 569660-79-3
2R-(3S-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxytetrahydropyran-3R-ol

: 569661-75-2
5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: ethyltriphenylphosphonium bromide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h;

2S-[2R,3R-bisbenzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4-yloxy]-4-{3S-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanoxy)-tetrahydropyran-2R-ylmethyl]-2S-methyl-oxiranyl}butyraldehyde; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; at -78 - 20 ℃; for 1.5h;
DOI:10.1021/ja029225v

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 569661-75-2
5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / 2,6-lutidine / various solvent(s) / 0.25 h / -78 °C

2.1: CH₂Cl₂; methanol / 25 h / -30 °C

3.1: LiAlH₄ / tetrahydrofuran / 0.75 h / -78 °C

4.1: oxalyl chloride; dimethylsulfoxide; diisopropylethylamine / CH₂Cl₂ / -78 - 0 °C

5.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / 0 °C

5.2: 72 percent / DMPU / tetrahydrofuran / 1.5 h / -78 - 20 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 4.1: Swern oxidation;
DOI:10.1021/ja029225v

Reference yield:

: 569661-02-5
7R,8R-dibenzyloxy-2S-{5-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxy)-tetrahydropyran-2R-yl]-3-methylpent-3E-enyl}-8R-methyltetrahydropyrano[3R,4R-b][1,4]dioxin-3-one

: 569661-75-2
5-[6R-(3-{3S-[2R,3R-bis-benzyloxy-3R-methyl-5R-(triisopropylsilanyloxy)-tetrahydropyran-4R-yloxy]-hex-4Z-enyl}-3S-methyloxiranylmethyl)-4S-methoxymethyoxy-5R-(triethylsilanyloxy)-tetrahydropyran-2R-ylmethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 7 steps

1.1: aq. lithium hydroxide / tetrahydrofuran / 0.33 h / 0 °C

2.1: 2.57 g / 2,6-lutidine; N-iodosuccinimide / CH₂Cl₂ / 3.5 h / 0 - 20 °C

3.1: 92 percent / 2,6-lutidine / various solvent(s) / 0.25 h / -78 °C

4.1: CH₂Cl₂; methanol / 25 h / -30 °C

5.1: LiAlH₄ / tetrahydrofuran / 0.75 h / -78 °C

6.1: oxalyl chloride; dimethylsulfoxide; diisopropylethylamine / CH₂Cl₂ / -78 - 0 °C

7.1: sodium hexamethyldisilazide / tetrahydrofuran / 0.5 h / 0 °C

7.2: 72 percent / DMPU / tetrahydrofuran / 1.5 h / -78 - 20 °C

With 2,6-dimethylpyridine; lithium hydroxide; N-iodo-succinimide; lithium aluminium tetrahydride; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 6.1: Swern oxidation;
DOI:10.1021/ja029225v