(S)-2-Benzyloxycarbonylamino-3-((2S,3aR,5R,6R,7S,7aR)-6,7-diacetoxy-5-acetoxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-yloxy)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-3-((2S,3aR,5R,6R,7S,7aR)-6,7-diacetoxy-5-acetoxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-yloxy)-propionic acid methyl ester
• CAS No.: 5361-89-7
• Molecular Formula: C₂₆H₃₃NO₁₄
• Molecular Weight: 583.546

Synonyms:

Chemical Property of (S)-2-Benzyloxycarbonylamino-3-((2S,3aR,5R,6R,7S,7aR)-6,7-diacetoxy-5-acetoxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-yloxy)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of (S)-2-Benzyloxycarbonylamino-3-((2S,3aR,5R,6R,7S,7aR)-6,7-diacetoxy-5-acetoxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-yloxy)-propionic acid methyl ester

There total 2 articles about (S)-2-Benzyloxycarbonylamino-3-((2S,3aR,5R,6R,7S,7aR)-6,7-diacetoxy-5-acetoxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-yloxy)-propionic acid methyl 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:

N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9) + 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (572-09-8) → (S)-2-Benzyloxycarbonylamino-3-((2S,3aR,5R,6R,7S,7aR)-6,7-diacetoxy-5-acetoxymethyl-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-yloxy)-propionic acid methyl ester (5361-89-7,132016-03-6)

Guidance literature:

With 4 A molecular sieve; tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 40 ℃; for 20h; under 6000480 Torr; Yield given;

DOI:10.1246/cl.1990.2099

Reference yield:

→ 3,4,6-Tri-O-acetyl-glucopyranose-1,2-<2-benzyloxycarbonylamino-2-methoxycarbonyl-aethylorthoacetat> (5361-89-7)

Guidance literature:

Z-DL-Ser-OMe, 2,3,4,6-Tetra-O-acetyl-α-D-glucopyranosylbromid, PbCO3 in sd. Bzl.;

upstream raw materials:

N-benzyloxycarbonyl-L-serine methyl ester

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

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