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

Base Information

• Chemical Name: 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
• CAS No.: 150712-07-5
• Molecular Formula: C₅₃H₈₉N₄O₁₀PSi
• Molecular Weight: 1001.37
• Mol file: 150712-07-5.mol

Synonyms: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

Chemical Property of 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

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)-6-azidomethyl-5-(bis-benzyloxy-phosphoryloxy)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester

There total 9 articles about 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 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:

Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → 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 (150712-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrazole / CH₂Cl₂

2: m-CPBA

With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid; 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)-6-azidomethyl-5-(bis-benzyloxy-phosphoryloxy)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester (150712-07-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 68 percent / EDC, HOBT

2: 84 percent / imidazole / dimethylformamide

3: 93 percent / TFA / CH₂Cl₂

4: 83 percent / DMAP / CH₂Cl₂

5: 78 percent / NaN₃ / dimethylformamide

6: tetrazole / CH₂Cl₂

7: m-CPBA

With 1H-imidazole; 1H-tetrazole; dmap; sodium azide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 3-chloro-benzenecarboperoxoic acid; 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)-6-azidomethyl-5-(bis-benzyloxy-phosphoryloxy)-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-tetrahydro-pyran-3-ylcarbamoyl]-methyl}-dodecyl ester (150712-07-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 68 percent / EDC, HOBT

2: 84 percent / imidazole / dimethylformamide

3: 93 percent / TFA / CH₂Cl₂

4: 83 percent / DMAP / CH₂Cl₂

5: 78 percent / NaN₃ / dimethylformamide

6: tetrazole / CH₂Cl₂

7: m-CPBA

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

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

upstream raw materials:

Dibenzyl N,N-diisopropylphosphoramidite

C₂₆H₅₀O₄

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

Dodecanoic acid (R)-1-[((4aR,6S,7R,8R,8aS)-8-hydroxy-6-methoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ylcarbamoyl)-methyl]-dodecyl ester

Downstream raw materials:

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

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