Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester
• CAS No.: 77401-11-7
• Molecular Formula: C₆₁H₁₀₀N₂O₁₄
• Molecular Weight: 1085.47

Synonyms:

Chemical Property of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester

There total 4 articles about Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-5-tetradecanoylamino-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:

benzyl 3,4-di-O-(2-butenyl)-2-deoxy-2-(tetradecanoylamino)-β-D-glucopyranoside (77401-09-3) + 2-(tridecyl)-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline (74660-51-8) → Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester (77401-11-7)

Guidance literature:

With toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 60 - 70 ℃; Yield given;

DOI:10.1016/S0008-6215(00)84617-0

Reference yield:

C27H45NO6 → Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester (77401-11-7)

Guidance literature:

Multi-step reaction with 4 steps

3: 70 percent acetic acid

4: p-toluenesulfonic acid / 1,2-dichloro-ethane / 60 - 70 °C

With toluene-4-sulfonic acid; acetic acid; In 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(00)84617-0

Reference yield:

Tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-3-yl)-amide (77364-34-2) → Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-5-tetradecanoylamino-tetrahydro-pyran-4-yl ester (77401-11-7)

Guidance literature:

Multi-step reaction with 3 steps

2: 70 percent acetic acid

3: p-toluenesulfonic acid / 1,2-dichloro-ethane / 60 - 70 °C

With toluene-4-sulfonic acid; acetic acid; In 1,2-dichloro-ethane;

DOI:10.1016/S0008-6215(00)84617-0

upstream raw materials:

benzyl 3,4-di-O-(2-butenyl)-2-deoxy-2-(tetradecanoylamino)-β-D-glucopyranoside

2-(tridecyl)-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyrano)-<2,1-d>-2-oxazoline

Tetradecanoic acid ((2R,3R,4R,5S,6R)-2-benzyloxy-4,5-dihydroxy-6-trityloxymethyl-tetrahydro-pyran-3-yl)-amide

Tetradecanoic acid {(2R,3R,4R,5S,6R)-2-benzyloxy-4,5-bis-[((E)-but-2-enyl)oxy]-6-trityloxymethyl-tetrahydro-pyran-3-yl}-amide

Downstream raw materials:

Tetradecanoic acid ((4aR,6R,7R,8R,8aS)-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-8-hydroxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-amide

Tetradecanoic acid [(4aR,6R,7R,8R,8aS)-6-{(2R,3S,4R,5R,6R)-6-benzyloxy-3,4-bis-[((E)-but-2-enyl)oxy]-5-tetradecanoylamino-tetrahydro-pyran-2-ylmethoxy}-8-(2-methoxy-ethoxymethoxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-amide

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