Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

Base Information

• Chemical Name: Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester
• CAS No.: 155211-78-2
• Molecular Formula: C₄₆H₈₃NO₁₀SSi
• Molecular Weight: 870.317
• Mol file: 155211-78-2.mol

Synonyms:Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

Chemical Property of Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

There total 5 articles about Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl 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: 83.0%

p-toluenesulfonyl chloride (98-59-9) + Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester (155211-77-1) → Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester (155211-78-2)

Guidance literature:

With dmap; In dichloromethane;

DOI:10.1016/S0040-4039(00)93372-0

Reference yield:

C26H50O4 (107856-74-6) → Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester (155211-78-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 68 percent / EDC, HOBT

2: 84 percent / imidazole / dimethylformamide

3: 93 percent / TFA / CH₂Cl₂

4: 83 percent / DMAP / CH₂Cl₂

With 1H-imidazole; dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)93372-0

Reference yield:

Methyl 2-amino-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside (120878-43-5) → Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-2-methoxy-6-(toluene-4-sulfonyloxymethyl)-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester (155211-78-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 68 percent / EDC, HOBT

2: 84 percent / imidazole / dimethylformamide

3: 93 percent / TFA / CH₂Cl₂

4: 83 percent / DMAP / CH₂Cl₂

With 1H-imidazole; dmap; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)93372-0

upstream raw materials:

p-toluenesulfonyl chloride

Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-6-hydroxymethyl-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

C₂₆H₅₀O₄

Methyl 2-amino-2-deoxy-4,6-O-isopropylidene-α-D-glucopyranoside

Downstream raw materials:

Dodecanoic acid 1-{[(2R,3R,4R,5R,6S)-2-azidomethyl-3-(bis-benzyloxy-phosphoryloxy)-5-((R)-3-dodecanoyloxy-tetradecanoylamino)-6-methoxy-tetrahydro-pyran-4-yloxy]-benzyloxy-phosphorylmethyl}-dodecyl ester

Dodecanoic acid (R)-1-{[(2S,3R,4R,5R,6R)-6-azidomethyl-5-(bis-benzyloxy-phosphoryloxy)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

Dodecanoic acid (R)-1-{[(2S,3R,4R,5S,6R)-6-azidomethyl-5-(bis-benzyloxy-phosphoryloxy)-4-hydroxy-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester