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

Base Information

• Chemical Name: 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
• CAS No.: 1010692-64-4
• Molecular Formula: C₆₀H₇₅NO₁₆Si
• Molecular Weight: 1094.34

Synonyms:

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 14 articles about 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 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) → 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 (1010692-64-4)

Guidance literature:

Multi-step reaction with 11 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

11: sodium methoxide

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) → 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 (1010692-64-4)

Guidance literature:

Multi-step reaction with 10 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

10: sodium methoxide

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) → 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 (1010692-64-4)

Guidance literature:

Multi-step reaction with 9 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

9: sodium methoxide

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 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

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

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