1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]ethane-1,2-diol

Base Information

• Chemical Name: 1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]ethane-1,2-diol
• CAS No.: 1108732-59-7
• Molecular Formula: C₃₇H₄₂O₈
• Molecular Weight: 614.736

Synonyms:1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]ethane-1,2-diol

Chemical Property of 1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]ethane-1,2-diol

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Technology Process of 1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]ethane-1,2-diol

There total 1 articles about 1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]ethane-1,2-diol 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: 81.0%

(2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-(4-methoxybenzyloxy)-6-vinyltetrahydro-2H-pyran (1108732-58-6) → 1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]ethane-1,2-diol (1108732-59-7)

Guidance literature:

With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In acetone; tert-butyl alcohol; at 20 ℃;

DOI:10.1002/ejoc.200800770

Reference yield: 51.0%

1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]ethane-1,2-diol (1108732-59-7) + trityl chloride (76-83-5) → (S)-1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]-2-(trityloxy)-ethanol (1108732-62-2) + (R)-1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]-2-(trityloxy)-ethanol (1108732-61-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1002/ejoc.200800770

upstream raw materials:

(2R,3S,4R,5S,6S)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-5-(4-methoxybenzyloxy)-6-vinyltetrahydro-2H-pyran

Downstream raw materials:

(S)-1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]-2-(trityloxy)-ethanol

(R)-1-[(2S,3R,4S,5S,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(4-methoxybenzyloxy)tetrahydro-2H-pyran-2-yl]-2-(trityloxy)-ethanol

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