Acetic acid (2R,3S,4R,5R,6S)-6-((2R,3S,4R,5R,6S)-5-acetylamino-6-allyloxy-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-5-amino-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4R,5R,6S)-6-((2R,3S,4R,5R,6S)-5-acetylamino-6-allyloxy-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-5-amino-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester
• CAS No.: 92517-06-1
• Molecular Formula: C₄₇H₅₆N₂O₁₁
• Molecular Weight: 824.968

Synonyms:

Chemical Property of Acetic acid (2R,3S,4R,5R,6S)-6-((2R,3S,4R,5R,6S)-5-acetylamino-6-allyloxy-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-5-amino-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

Chemical Property:

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Technology Process of Acetic acid (2R,3S,4R,5R,6S)-6-((2R,3S,4R,5R,6S)-5-acetylamino-6-allyloxy-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-5-amino-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester

There total 9 articles about Acetic acid (2R,3S,4R,5R,6S)-6-((2R,3S,4R,5R,6S)-5-acetylamino-6-allyloxy-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-5-amino-4-benzyloxy-2-benzyloxymethyl-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:

allyl 2-acetamido-4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (82185-92-0) → Acetic acid (2R,3S,4R,5R,6S)-6-((2R,3S,4R,5R,6S)-5-acetylamino-6-allyloxy-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-5-amino-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester (92517-06-1)

Guidance literature:

With hydrazine hydrate; In ethanol; for 4h; Heating;

DOI:10.1016/0008-6215(84)85414-2

Reference yield:

allyl 2-acetamido-3-O-benzyl-2-deoxy-α-D-glucopyranoside (63064-51-7) → Acetic acid (2R,3S,4R,5R,6S)-6-((2R,3S,4R,5R,6S)-5-acetylamino-6-allyloxy-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-5-amino-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester (92517-06-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / tributyltin oxide / toluene / 27 h / Heating

2: 60 percent / silver triflate, 2,4,6-trimethylpyridine, molecular sieves 4A / CH₂Cl₂

3: hydrazine hydrate / ethanol / 4 h / Heating

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; tributyltin oxide; silver trifluoromethanesulfonate; hydrazine hydrate; In ethanol; dichloromethane; toluene;

DOI:10.1016/0008-6215(84)85414-2

Reference yield:

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (63064-54-0) → Acetic acid (2R,3S,4R,5R,6S)-6-((2R,3S,4R,5R,6S)-5-acetylamino-6-allyloxy-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yloxy)-5-amino-4-benzyloxy-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester (92517-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / silver triflate, 2,4,6-trimethylpyridine, molecular sieves 4A / CH₂Cl₂

2: hydrazine hydrate / ethanol / 4 h / Heating

With 2,4,6-trimethyl-pyridine; 4 A molecular sieve; silver trifluoromethanesulfonate; hydrazine hydrate; In ethanol; dichloromethane;

DOI:10.1016/0008-6215(84)85414-2

upstream raw materials:

allyl 2-acetamido-4-O-(4-O-acetyl-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

allyl 2-acetamido-3-O-benzyl-2-deoxy-α-D-glucopyranoside

allyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

benzyl bromide

Downstream raw materials:

allyl 2-acetamido-4-O-(2-acetamido-4-O-acetyl-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside

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