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-ol

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Chemical Name: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-ol
CAS No.:306726-41-0
Molecular Formula:C₆₁H₉₀O₁₄SeSi₂
Molecular Weight:1182.51
Hs Code.:

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-ol

Synonyms: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-ol

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Chemical Property of 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-ol

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Technology Process of 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-ol

There total 8 articles about 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-ol 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: 93.0%

: 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

: 306726-41-0
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-ol

Guidance literature:: With methanol; sodium hydroxide; at 25 ℃; for 1h;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 306726-41-0
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-ol

Guidance literature:: Multi-step reaction with 4 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

4: 93 percent / NaOH; MeOH / 1 h / 25 °C

With 2,6-dimethylpyridine; methanol; sodium hydroxide; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Etherification / 2: Rearrangement / 3: Glycosidation / 4: Debenzoylation;
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

: 306726-41-0
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-ol

Guidance literature:: Multi-step reaction with 7 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

7.1: 93 percent / NaOH; MeOH / 1 h / 25 °C

With 2,6-dimethylpyridine; methanol; sodium hydroxide; 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 / 7.1: Debenzoylation;
DOI:10.1002/1521-3765(20000901)6:17<3116::AID-CHEM3116>3.0.CO;2-8