Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Base Information

• Chemical Name: Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
• CAS No.: 112622-66-9
• Molecular Formula: C₅₁H₅₅NO₁₃
• Molecular Weight: 889.997

Synonyms:Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Chemical Property of Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 4 articles about Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-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: 92.0%

acetic anhydride (108-24-7) + Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-4,6-O-benzyliden-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid (112622-65-8) → Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (112622-66-9)

Guidance literature:

With pyridine;

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (112622-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C

2: 92 percent / pyridine

With pyridine; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

Reference yield:

Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid (110236-58-3) → Acetic acid (4aS,6S,7R,8S,8aR)-8-benzyloxy-6-((2R,3S,4R,5R,6S)-4-benzyloxy-5-benzyloxycarbonylamino-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (112622-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C

2: 92 percent / pyridine

With pyridine; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

upstream raw materials:

acetic anhydride

Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-4,6-O-benzyliden-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

benzaldehyde dimethyl acetal

Methyl-3,6-di-O-benzyl-4-O-(3-O-benzyl-α-L-idopyranosyl)-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

Downstream raw materials:

Methyl-4-O-(2-O-acetyl-3,6-di-O-benzyl-α-L-idopyranosyl)-3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

Methyl-O-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->4)-O-(2-O-acetyl-3,6-di-O-benzyl-α-L-idopyranosyl)-(1->4)-3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

Methyl-O-<6-O-acetyl-3,4-di-O-benzyl-2-desoxy-2-(trifluoracetylamino)-α-D-glucopyranosyl>-(1->4)-O-(2-O-acetyl-3,6-di-O-benzyl-α-L-idopyranosyl)-(1->4)-3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

Methyl-O-<2-(acetylamino)-3,4-di-O-benzyl-2-desoxy-α-D-glucopyranosyl>-(1->4)-O-(3,6-di-O-benzyl-α-L-idopyranosyl)-(1->4)-3,6-di-O-benzyl-2-(benzyloxycarbonylamino)-2-desoxy-α-D-glucopyranosid

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