Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{(4aR,6S,7R,8aS)-8-[(E)-hydroxyimino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{(4aR,6S,7R,8aS)-8-[(E)-hydroxyimino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-3-yl ester
• CAS No.: 89387-48-4
• Molecular Formula: C₂₈H₃₅NO₁₅
• Molecular Weight: 625.584

Synonyms:

Chemical Property of Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{(4aR,6S,7R,8aS)-8-[(E)-hydroxyimino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{(4aR,6S,7R,8aS)-8-[(E)-hydroxyimino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-3-yl ester

There total 3 articles about Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{(4aR,6S,7R,8aS)-8-[(E)-hydroxyimino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-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: 85.0%

methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-ribo-hexopyranosyl-3-uloside (52681-65-9) → methyl 4,6-O-benzylidene-3-deoxy-3-hydroxyimino-2-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-ribo-hexapyranoside (89387-48-4,89460-43-5,89460-45-7,89460-46-8)

Guidance literature:

With hydroxylamine hydrochloride; In pyridine; dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/0008-6215(84)85393-8

Reference yield:

methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-ribo-hexopyranosyl-3-uloside (38872-60-5) → methyl 4,6-O-benzylidene-3-deoxy-3-hydroxyimino-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-ribo-hexapyranoside (89387-48-4,89460-43-5,89460-45-7,89460-46-8) + Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{(4aR,6S,7R,8aS)-8-[(E)-hydroxyimino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-3-yl ester (89387-48-4,89460-43-5,89460-45-7,89460-46-8)

Guidance literature:

With hydroxylamine hydrochloride; In pyridine; dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/0008-6215(84)85393-8

Reference yield:

methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-ribo-hexopyranosyl-3-uloside (38872-60-5) → methyl 4,6-O-benzylidene-3-deoxy-3-hydroxyimino-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-ribo-hexapyranoside (89387-48-4,89460-43-5,89460-45-7,89460-46-8) + Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{(4aR,6S,7R,8aS)-8-[(E)-hydroxyimino]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-3-yl ester (89387-48-4,89460-43-5,89460-45-7,89460-46-8)

Guidance literature:

With hydroxylamine hydrochloride; In pyridine; dichloromethane; for 24h; Ambient temperature;

DOI:10.1016/0008-6215(84)85393-8

upstream raw materials:

methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-D-ribo-hexopyranosyl-3-uloside

methyl 4,6-O-benzylidene-2-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-ribo-hexopyranosyl-3-uloside

Downstream raw materials:

(4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one oxime

(4aR,6S,7R,8aS)-6-Methoxy-2-phenyl-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one oxime

methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-allopyranoside

methyl 3-acetamido-4,6-O-cyclohexylmethylene-3-deoxy-2-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-allopyranoside

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