benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

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Chemical Name:benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester
CAS No.:306726-40-9
Molecular Formula:C₆₈H₉₄O₁₅SeSi₂
Molecular Weight:1286.62
Hs Code.:

benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Synonyms:benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

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Chemical Property of benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

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Technology Process of benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

There total 7 articles about benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester 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: 60.0%

: 256341-86-3
tert-Butyl-[(3S,4S,5R)-2-fluoro-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-4-yloxy]-dimethyl-silane

: Benzoic acid (3S,4R,5R,6S)-5-benzyloxy-6-((2S,3S,4R,5R,6R)-4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-hydroxy-tetrahydro-pyran-3-yl ester

: 306726-40-9
benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: With tin(ll) chloride; In diethyl ether; at 0 - 25 ℃; for 12h;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 306726-40-9
benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / 2,6-lutidine / tetrahydrofuran / 0.5 h / -78 °C

2: 100 percent / DAST / CH₂Cl₂ / 0.5 h / 0 °C

3: 60 percent / SnCl₂ / diethyl ether / 12 h / 0 - 25 °C

With 2,6-dimethylpyridine; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Etherification / 2: Rearrangement / 3: Glycosidation;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: 374115-40-9
phenyl 1-seleno-β-D-xylopyranoside

: 306726-40-9
benzoic acid 5-benzyloxy-6-(4-benzyloxy-3-methoxy-6-methoxymethyl-5-triisopropylsilanyloxy-tetrahydro-pyran-2-yloxy)-4-[4-(tert-butyl-dimethyl-silanyloxy)-5-(4-methoxy-benzyloxy)-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 51.92 g / TFA / dimethylformamide / 3 h / 45 °C

2.1: NaH / dimethylformamide / 0.08 h / 0 °C

2.2: 95 percent / nBu₄NI / dimethylformamide / 2 h / 0 - 25 °C

3.1: 96 percent / PPTS; MeOH / 1 h / 25 °C

4.1: 91 percent / 2,6-lutidine / tetrahydrofuran / 0.5 h / -78 °C

5.1: 100 percent / DAST / CH₂Cl₂ / 0.5 h / 0 °C

6.1: 60 percent / SnCl₂ / diethyl ether / 12 h / 0 - 25 °C

With 2,6-dimethylpyridine; methanol; pyridinium p-toluenesulfonate; sodium hydride; 4,4'-diaminostilbene-2,2'-disulfonic acid; trifluoroacetic acid; tin(ll) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1.1: Cyclization / 2.1: Metallation / 2.2: Etherification / 3.1: Ring cleavage / 4.1: Etherification / 5.1: Rearrangement / 6.1: Glycosidation;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8