Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester
• CAS No.: 68736-78-7
• Molecular Formula: C₂₈H₃₈O₁₈S
• Molecular Weight: 694.665

Synonyms:Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester

There total 7 articles about Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester 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: 95.0%

1-thio-α,α-trehalose (17317-98-5,18977-84-9,68667-06-1,68778-86-9,68778-87-0,68778-88-1,108392-13-8,62853-32-1,80441-61-8) + acetic anhydride (108-24-7) → 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranoside (5505-45-3,18968-43-9,18968-44-0,62853-33-2,65058-34-6,68736-77-6,68736-78-7,68736-79-8,68736-80-1,103189-12-4,120331-62-6)

Guidance literature:

With pyridine; at 20 ℃;

DOI:10.1016/j.tetlet.2012.05.159

Reference yield: 9.0%

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride (4451-36-9) → 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranoside (5505-45-3,18968-43-9,18968-44-0,62853-33-2,65058-34-6,68736-77-6,68736-78-7,68736-79-8,68736-80-1,103189-12-4,120331-62-6) + Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester (68736-78-7) + 2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside (68736-77-6)

Guidance literature:

With sodium sulfide; cetyltributylphosphonium bromide; In benzene; for 20h; Ambient temperature;

Reference yield: 9.0%

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride (4451-36-9) → 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-glucopyranoside (5505-45-3,18968-43-9,18968-44-0,62853-33-2,65058-34-6,68736-77-6,68736-78-7,68736-79-8,68736-80-1,103189-12-4,120331-62-6) + Acetic acid (2R,3S,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2S,3S,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-ylsulfanyl)-tetrahydro-pyran-3-yl ester (68736-78-7) + 2,3,4,6-tetra-O-acetyl-β-D-mannopyranosyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside (68736-77-6)

Guidance literature:

With sodium sulfide; cetyltributylphosphonium bromide; In benzene; for 20h; Ambient temperature;

upstream raw materials:

D-Glucose

acetic anhydride

2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride

1-thio-α,α-trehalose

Downstream raw materials:

1-thio-α,α-trehalose

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