acetic acid 2-[7-acetylamino-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: acetic acid 2-[7-acetylamino-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester
• CAS No.: 441777-32-8
• Molecular Formula: C₄₇H₆₁NO₁₅
• Molecular Weight: 879.999

Synonyms:

Chemical Property of acetic acid 2-[7-acetylamino-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid 2-[7-acetylamino-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester

There total 9 articles about acetic acid 2-[7-acetylamino-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-benzyloxy-4-hydroxy-6-methyl-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:

acetic acid (64-19-7,77671-22-8) + N-[8-(7-benzyloxy-2-methoxy-2,6-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yloxy)-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide → acetic acid 2-[7-acetylamino-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester (441777-32-8)

Guidance literature:

With water; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4020(02)00148-5

Reference yield:

methyl-3,4-di-O-benzyl-α-L-rhamnopyranoside (69558-07-2) → acetic acid 2-[7-acetylamino-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester (441777-32-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 89 percent / AgOTf; 2,6-di-tert-butyl-4-methyl pyridine / CH₂Cl₂ / -50 - 20 °C

2.1: ethylendiamine / ethanol / 9 h / 70 °C

2.2: 83 percent / ethanol / 2 h / 20 °C

3.1: 6.88 g / PTSA / acetone / 20 °C

4.1: 971 mg / TMSOTf / diethyl ether / -78 - 20 °C

5.1: 1.53 g / 1N sodium methoxide / methanol / 7 h / 20 °C / pH 10

6.1: PTSA / acetonitrile / 0.75 h / 20 °C

7.1: water / acetonitrile / 0.5 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; trimethylsilyl trifluoromethanesulfonate; water; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; ethylenediamine; In methanol; diethyl ether; ethanol; dichloromethane; acetone; acetonitrile;

DOI:10.1016/S0040-4020(02)00148-5

Reference yield:

methyl (2-amino-2-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside (441777-52-2) → acetic acid 2-[7-acetylamino-6-(4,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-benzyloxy-4-hydroxy-6-methyl-tetrahydro-pyran-3-yl ester (441777-32-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 59 percent / methanol / 1.25 h / 20 °C

2: 6.88 g / PTSA / acetone / 20 °C

3: 971 mg / TMSOTf / diethyl ether / -78 - 20 °C

4: 1.53 g / 1N sodium methoxide / methanol / 7 h / 20 °C / pH 10

5: PTSA / acetonitrile / 0.75 h / 20 °C

6: water / acetonitrile / 0.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; water; sodium methylate; toluene-4-sulfonic acid; In methanol; diethyl ether; acetone; acetonitrile;

DOI:10.1016/S0040-4020(02)00148-5

upstream raw materials:

acetic acid

methyl-3,4-di-O-benzyl-α-L-rhamnopyranoside

methyl (2-amino-2-deoxy-β-D-glucopyranosyl)-(1->2)-3,4-di-O-benzyl-α-L-rhamnopyranoside

3,4,6-tri-O-acetyl-2-deoxy-2-tetrachlorophthaloylamino-β-D-glucopyranosyl bromide

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