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

Base Information

• Chemical Name: Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester
• CAS No.: 880145-28-8
• Molecular Formula: C₄₄H₆₁NO₁₅
• Molecular Weight: 843.966
• Mol file: 880145-28-8.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-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:

octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside (196876-45-6) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (880145-28-8)

Guidance literature:

With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane;

DOI:10.1016/S0960-894X(98)00332-1

Reference yield:

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (880145-28-8) → C56H72NO20S(1-)*Na(1+)

Guidance literature:

Multi-step reaction with 9 steps

1: NaOMe, MeOH

2: 75 percent / H₂ / Pd/C / methanol

3: CSA

4: 1.) NaH, 2.) n-Bu₄NI

5: aq. AcOH

6: 51 percent / BF₃/etherate, 4 A molecular sieves / CH₂Cl₂ / 4 h / -20 °C

7: NH₂NH₂*AcOH / ethanol / 1 h / Ambient temperature

8: MeONa, MeOH

9: aq. NaOH / methanol

With methanol; sodium hydroxide; diethyl ether; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride; hydrogen; sodium methylate; hydrazinium monoacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane;

DOI:10.1016/S0960-894X(98)00332-1

Reference yield:

Acetic acid (2S,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((2R,3S,4R,5R,6R)-5-acetylamino-4-benzyloxy-2-benzyloxymethyl-6-octyloxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester (880145-28-8) → C57H74NO20S(1-)*Na(1+)

Guidance literature:

Multi-step reaction with 8 steps

1: NaOMe, MeOH

2: 75 percent / H₂ / Pd/C / methanol

3: CSA

4: 1.) NaH, 2.) n-Bu₄NI

5: aq. AcOH

6: 51 percent / BF₃/etherate, 4 A molecular sieves / CH₂Cl₂ / 4 h / -20 °C

7: NH₂NH₂*AcOH / ethanol / 1 h / Ambient temperature

8: MeONa, MeOH

With methanol; diethyl ether; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride; hydrogen; sodium methylate; hydrazinium monoacetate; tetra-(n-butyl)ammonium iodide; sodium hydride; acetic acid; palladium on activated charcoal; In methanol; ethanol; dichloromethane;

DOI:10.1016/S0960-894X(98)00332-1

upstream raw materials:

octyl 2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Downstream raw materials:

N-[(2R,3R,4R,5S,6R)-4-Benzyloxy-6-benzyloxymethyl-2-octyloxy-5-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-acetamide

octyl (β-D-galactopyranosyl)-(1-4)-2-acetamido-2-deoxy-β-D-glucopyranoside

C₇₁H₈₇NO₂₁

C₇₈H₈₇NO₂₀