2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde

Base Information

• Chemical Name: 2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde
• CAS No.: 1242654-00-7
• Molecular Formula: C₃₈H₃₇NO₆S
• Molecular Weight: 635.781

Synonyms:2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde

Chemical Property of 2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde

Chemical Property:

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Technology Process of 2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde

There total 1 articles about 2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde 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: 80.0%

(2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazol-4-yl)methanol (1242653-99-1) → 2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde (1242654-00-7)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2010.06.076

Reference yield: 74.0%

2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde (1242654-00-7) + para-methylphenylmagnesium bromide (4294-57-9) → C45H45NO6S (1242654-01-8)

Guidance literature:

2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde; para-methylphenylmagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; Inert atmosphere;

DOI:10.1016/j.bmc.2010.06.076

Reference yield:

2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde (1242654-00-7) + bromo(4-propylphenyl)magnesium (87942-08-3) → C47H49NO6S (1242654-15-4)

Guidance literature:

2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazole-4-carbaldehyde; bromo(4-propylphenyl)magnesium; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; Inert atmosphere;

DOI:10.1016/j.bmc.2010.06.076

upstream raw materials:

(2-((3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)-tetrahydro-2H-pyran-2-yl)thiazol-4-yl)methanol

Downstream raw materials:

C₄₇H₄₉NO₆S

C₄₆H₄₇NO₆S

C₄₅H₄₅NO₆S

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