(2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran

Base Information

• Chemical Name: (2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran
• CAS No.: 224562-87-2
• Molecular Formula: C₃₁H₃₂O₅
• Molecular Weight: 484.592

Synonyms:(2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran

Chemical Property of (2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran

Chemical Property:

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Technology Process of (2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran

There total 1 articles about (2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran 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:

((2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-6-prop-2-ynyl-tetrahydro-pyran-2-yl)-acetonitrile → (2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran (224562-87-2)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane;

DOI:10.1016/S0040-4039(99)00041-6

Reference yield: 55.0%

(methoxymethyl)triphenylphosphonium chloride (4009-98-7) + (2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran (224562-87-2) → (2R,3R,4S,5R,6R)-2-(3-methoxy-2-propenyl)-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran (224562-89-4)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 2h;

Reference yield:

(methoxymethyl)triphenylphosphonium chloride (4009-98-7) + (2R,3R,4S,5R,6R)-2-formylmethyl-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran (224562-87-2) → (2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-((Z)-3-methoxy-allyl)-6-prop-2-ynyl-tetrahydro-pyran + (2R,3R,4S,5S,6S)-3,4,5-Tris-benzyloxy-2-((E)-3-methoxy-allyl)-6-prop-2-ynyl-tetrahydro-pyran

Guidance literature:

With tert.-butyl lithium;

DOI:10.1016/S0040-4039(99)00041-6

Downstream raw materials:

(2R,3R,4S,5R,6R)-2-(3-methoxy-2-propenyl)-6-(2-propynyl)-3,4,5-trisbenzyloxytetrahydropyran

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