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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

Base Information
  • Chemical Name: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
  • CAS No.:569661-73-0
  • Molecular Formula:C57H94O13Si2
  • Molecular Weight:1043.54
  • Hs Code.:
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

Synonyms: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

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Chemical Property of 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
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Technology Process of 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

There total 7 articles about 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 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:
Guidance literature:
Multi-step reaction with 4 steps
1: 92 percent / 2,6-lutidine / various solvent(s) / 0.25 h / -78 °C
2: CH2Cl2; methanol / 25 h / -30 °C
3: LiAlH4 / tetrahydrofuran / 0.75 h / -78 °C
4: oxalyl chloride; dimethylsulfoxide; diisopropylethylamine / CH2Cl2 / -78 - 0 °C
With 2,6-dimethylpyridine; lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 4: Swern oxidation;
DOI:10.1021/ja029225v
Guidance literature:
Multi-step reaction with 6 steps
1: aq. lithium hydroxide / tetrahydrofuran / 0.33 h / 0 °C
2: 2.57 g / 2,6-lutidine; N-iodosuccinimide / CH2Cl2 / 3.5 h / 0 - 20 °C
3: 92 percent / 2,6-lutidine / various solvent(s) / 0.25 h / -78 °C
4: CH2Cl2; methanol / 25 h / -30 °C
5: LiAlH4 / tetrahydrofuran / 0.75 h / -78 °C
6: oxalyl chloride; dimethylsulfoxide; diisopropylethylamine / CH2Cl2 / -78 - 0 °C
With 2,6-dimethylpyridine; lithium hydroxide; N-iodo-succinimide; lithium aluminium tetrahydride; oxalyl dichloride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; 6: Swern oxidation;
DOI:10.1021/ja029225v
upstream raw materials:

2-(2,3-bis-benzyloxy-3-methyl-5-triisopropylsilanyloxy-tetrahydro-pyran-4-yloxy)-4-{3-[6-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4-methoxymethoxy-3-triethylsilanyloxy-tetrahydro-pyran-2-ylmethyl]-2-methyl-oxiranyl}-butan-1-ol

triisopropylsilyl trifluoromethanesulfonate

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

2S-(2R,3R-bis-benzyloxy-5R-hydroxy-3R-methyl-tetrahydro-pyran-4R-yloxy)-7-[6R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-3R-(triethylsilanyloxoy)-tetrahydropyran-2R-yl]-5-methylhept-5E-enoic acid

Downstream raw materials:

{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9R-vinyldodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropylsilane

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

{5R,6R-dibenzyloxy-4R-[2R-(2,2-dimethyl-[1,3]dioxan-5-ylmethyl)-4S-methoxymethoxy-5aR-methyl-9S-(1S-phenylselanylethyl)-dodecahydro-1,5,10-trioxa-cyclohepta[b]naphthalen-8S-yloxy]-5R-methyltetrahydropyran-3R-yloxy}-triisopropyl-silane

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

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