N-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-2-yl]-2,2,2-trichloro-acetamide

Base Information

• Chemical Name: N-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-2-yl]-2,2,2-trichloro-acetamide
• CAS No.: 129163-02-6
• Molecular Formula: C₃₇H₃₃Cl₃N₂O₈
• Molecular Weight: 740.037

Synonyms:N-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-2-yl]-2,2,2-trichloro-acetamide

Chemical Property of N-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-2-yl]-2,2,2-trichloro-acetamide

Chemical Property:

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Technology Process of N-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-2-yl]-2,2,2-trichloro-acetamide

There total 2 articles about N-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-2-yl]-2,2,2-trichloro-acetamide 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: 48.0%

benzyl O-(2,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1->4)-O-(3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside (126713-91-5) + 3,4-di-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate (126713-82-4) → benzyl O-(3,4-di-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1->4)-O-(3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl)-... (126713-93-7) + N-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-2-yl]-2,2,2-trichloro-acetamide (129163-02-6) + 2-[(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-2-fluoro-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione (129163-05-9) + 2-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-2-fluoro-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione (129163-03-7)

Guidance literature:

With molecular sieve; boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at -25 - -23 ℃; for 1.5h; Yields of byproduct given;

DOI:10.1016/0008-6215(90)84224-I

Reference yield:

3,4-di-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate (126713-82-4) → benzyl O-(3,4-di-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1->4)-O-(3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl)-... (126713-93-7) + N-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-2-yl]-2,2,2-trichloro-acetamide (129163-02-6) + 2-[(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-2-fluoro-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione (129163-05-9) + 2-[(2R,3R,4R,5S,6R)-4,5-Bis-benzyloxy-2-fluoro-6-(4-methoxy-phenoxymethyl)-tetrahydro-pyran-3-yl]-isoindole-1,3-dione (129163-03-7)

Guidance literature:

With molecular sieve; boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at -25 - -23 ℃; for 1.5h; Yield given. Yields of byproduct given;

DOI:10.1016/0008-6215(90)84224-I

upstream raw materials:

benzyl O-(2,4-di-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-galactopyranosyl)-(1->4)-O-(3-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl)-(1->3)-2,4,6-tri-O-benzyl-β-D-galactopyranoside

3,4-di-O-benzyl-2-deoxy-6-O-p-methoxyphenyl-2-phthalimido-β-D-glucopyranosyl trichloroacetimidate

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