methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate

Base Information

Chemical Name:methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate
CAS No.:1201895-64-8
Molecular Formula:C₂₈H₃₀O₅
Molecular Weight:446.543
Hs Code.:

Synonyms:methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate

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Technology Process of methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate

There total 9 articles about methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate 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: 90.0%

: 1201895-63-7
(5S,6R,7R,E)-methyl 5,6-bis(benzyloxy)-7-hydroxy-7-phenylhept-2-enoate

: 1201895-64-8
methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: With sodium hydride; In tetrahydrofuran; mineral oil; at -20 - 20 ℃;
DOI:10.1016/j.tetasy.2009.08.005

Reference yield: 85.0%

: 1347703-95-0
C₃₀H₃₄O₆

: 1201895-64-8
methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 3h; Reflux;
DOI:10.1016/j.tetlet.2011.09.105

Reference yield:

: 100-52-7
benzaldehyde

: 1201895-64-8
methyl 2-((2R,4S,5S,6R)-4,5-bis(benzyloxy)-6-phenyltetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: titanium(IV) isopropylate; (S)-[1,1']-binaphthalenyl-2,2'-diol / dichloromethane / 0.17 h / 20 °C

1.2: 24 h / -78 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 0 - 20 °C

3.1: osmium(VIII) oxide; 4-methylmorpholine N-oxide / water; acetone / 24 h / 20 °C

4.1: sodium periodate / tetrahydrofuran; water

5.1: L-proline / chloroform / 4 h / 0 °C

5.2: 1.5 h / 20 °C

6.1: tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran / 12 h / 0 - 20 °C

7.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / 2 h / 20 °C

8.1: toluene-4-sulfonic acid / methanol / 3 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; sodium periodate; osmium(VIII) oxide; (S)-[1,1']-binaphthalenyl-2,2'-diol; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; L-proline; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetone; 1.2: Keck allylation;
DOI:10.1016/j.tetlet.2011.09.105