acetic acid 3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: acetic acid 3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-4-yl ester
• CAS No.: 1010692-63-3
• Molecular Formula: C₆₆H₈₁NO₁₉Si
• Molecular Weight: 1220.45

Synonyms:

Chemical Property of acetic acid 3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid 3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-4-yl ester

There total 13 articles about acetic acid 3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-4-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:

2-(Trimethylsilyl)ethanol (2916-68-9) → acetic acid 3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-4-yl ester (1010692-63-3)

Guidance literature:

Multi-step reaction with 10 steps

1: silver oxide / CH₂Cl₂

2: sodium hydroxide / methanol

3: pyridine

4: NaH

5: HCl

6: 83 percent / N-iodosuccinimide; silver triflate / -50 °C

7: 93 percent / sodium methoxide

8: 93 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / -50 °C

9: hydrazine hydrate

10: pyridine

With pyridine; hydrogenchloride; sodium hydroxide; N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; hydrazine hydrate; silver(l) oxide; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2006.08.095

Reference yield:

(2R,3R,4S,5R,6R)-2-(acetoxymethyl)-6-(2-(trimethylsilyl)ethoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate (81342-44-1) → acetic acid 3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-4-yl ester (1010692-63-3)

Guidance literature:

Multi-step reaction with 9 steps

1: sodium hydroxide / methanol

2: pyridine

3: NaH

4: HCl

5: 83 percent / N-iodosuccinimide; silver triflate / -50 °C

6: 93 percent / sodium methoxide

7: 93 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / -50 °C

8: hydrazine hydrate

9: pyridine

With pyridine; hydrogenchloride; sodium hydroxide; N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; hydrazine hydrate; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2006.08.095

Reference yield:

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-(2-(trimethylsilyl)ethoxy)tetrahydro-2H-pyran-3,4,5-triol (81336-89-2,81336-96-1,117252-95-6,132871-94-4,117252-72-9) → acetic acid 3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-tetrahydro-pyran-4-yl ester (1010692-63-3)

Guidance literature:

Multi-step reaction with 8 steps

1: pyridine

2: NaH

3: HCl

4: 83 percent / N-iodosuccinimide; silver triflate / -50 °C

5: 93 percent / sodium methoxide

6: 93 percent / N-iodosuccinimide; silver triflate / CH₂Cl₂ / -50 °C

7: hydrazine hydrate

8: pyridine

With pyridine; hydrogenchloride; N-iodo-succinimide; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; hydrazine hydrate; In dichloromethane;

DOI:10.1016/j.bmcl.2006.08.095

upstream raw materials:

acetic anhydride

p-dodecylphenyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside

(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-2-phenyl-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

Acetic acid (2R,4aR,6S,7S,8S,8aR)-8-benzyloxy-2-phenyl-6-[(2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Downstream raw materials:

N-(2-{8-benzyloxy-2-phenyl-6-[3,4,5-tris-benzyloxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethoxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy}-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-acetamide

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