(3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-ol
CAS No.:135636-96-3
Molecular Formula:C₃₃H₃₄O₅Se
Molecular Weight:589.59
Hs Code.:

Synonyms:(3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-ol

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Chemical Property of (3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-ol

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Technology Process of (3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-ol

There total 1 articles about (3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-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:

: 135583-76-5
Acetic acid (3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-yl ester

: 135636-96-3
(3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-ol

Guidance literature:: With methanolate; In methanol;
DOI:10.1021/ja00018a063

Reference yield: 100.0%

: 135636-96-3
(3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-ol

: 273918-30-2
(2R,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-fluoro-5-phenylselanyl-tetrahydro-pyran

Guidance literature:: With 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/1521-3765(20000901)6:17<3166::AID-CHEM3166>3.0.CO;2-Z

Reference yield:

: 135636-96-3
(3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-phenylselanyl-tetrahydro-pyran-3-ol

: 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-1,1-<1,2-ethanediyldioxy>-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / DAST / CH₂Cl₂ / 0.5 h / 0 °C

2: 95 percent / SnCl₂; molecular sieves 4 Angstroem / diethyl ether / 3 h / 0 °C

3: NaOMe; MeOH

4: aq. NaIO₄ / methanol; CH₂Cl₂ / 1 h / 25 °C

5: iPr₂NH; vinyl acetate / toluene / 12 h / 140 °C

With methanol; sodium periodate; vinyl acetate; 4 A molecular sieve; sodium methylate; diisopropylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; tin(ll) chloride; In methanol; diethyl ether; dichloromethane; toluene; 1: Rearrangement / 2: Glycosidation / 3: Debenzoylation / 4: Oxidation / 5: Cyclization;
DOI:10.1002/1521-3765(20000901)6:17<3166::AID-CHEM3166>3.0.CO;2-Z