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

Base Information

Chemical Name: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
CAS No.:150712-08-6
Molecular Formula:C₄₇H₇₅N₄O₁₀P
Molecular Weight:887.107
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 10 articles about 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 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: 59.0%

: 150712-07-5
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

: 150712-08-6
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

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 0 ℃;
DOI:10.1016/S0040-4039(00)93372-0

Reference yield:

: 108549-23-1
Dibenzyl N,N-diisopropylphosphoramidite

: 150712-08-6
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

Guidance literature:: Multi-step reaction with 3 steps

1: tetrazole / CH₂Cl₂

2: m-CPBA

3: 59 percent / PTSA / methanol / 0 °C

With 1H-tetrazole; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)93372-0

Reference yield:

: 107856-74-6
C₂₆H₅₀O₄

: 150712-08-6
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

Guidance literature:: Multi-step reaction with 8 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

8: 59 percent / PTSA / methanol / 0 °C

With 1H-imidazole; 1H-tetrazole; dmap; sodium azide; benzotriazol-1-ol; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)93372-0