1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

Base Information

Chemical Name:1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol
CAS No.:866865-62-5
Molecular Formula:C₃₀H₄₉NO₇
Molecular Weight:535.722
Hs Code.:

Synonyms:1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

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Chemical Property of 1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

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Technology Process of 1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

There total 12 articles about 1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol 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: 91.0%

: 866865-60-3
1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-6-O-(tert-butyldiphenylsilyl)-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

: 866865-62-5
1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2.5h;
DOI:10.1081/CAR-200068781

Reference yield:

: 866865-66-9
(1R,2S,3S,4R,5R)-4-Iodo-2-methoxy-6,8-dioxa-bicyclo[3.2.1]octan-3-ol

: 866865-62-5
1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 110 mg / pyridine

2.1: 69 percent / 2,2'-dimethyl-2,2'-diazenediyldipropanenitrile / toluene / 3 h / 80 °C

3.1: 100 percent / water; methanol; triethylamine

4.1: 66 percent / tin(IV) chloride; triethylsilane / CH₂Cl₂ / 0.67 h / 20 °C

5.1: 97 percent / imidazole / dimethylformamide / 3 h / 20 °C

6.1: 95 percent / pyridine / 3 h / 20 °C

7.1: ozone / CH₂Cl₂ / -78 °C

7.2: 81 percent / triphenylphosphane / CH₂Cl₂ / 3 h / -78 - 20 °C

8.1: sodium chlorite; sodium dihydrogen phosphate; 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 1 h

9.1: 68 percent / EDC; triethylamine / CH₂Cl₂ / 2 h / 20 °C

10.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

With pyridine; 1H-imidazole; methanol; triethylsilane; sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; water; tin(IV) chloride; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1081/CAR-200068781

Reference yield:

: 866865-48-7
1,6-anhydro-2-deoxy-4-O-methyl-2-(prop-2-enyl)-β-D-glucopyranose

: 866865-62-5
1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 66 percent / tin(IV) chloride; triethylsilane / CH₂Cl₂ / 0.67 h / 20 °C

2.1: 97 percent / imidazole / dimethylformamide / 3 h / 20 °C

3.1: 95 percent / pyridine / 3 h / 20 °C

4.1: ozone / CH₂Cl₂ / -78 °C

4.2: 81 percent / triphenylphosphane / CH₂Cl₂ / 3 h / -78 - 20 °C

5.1: sodium chlorite; sodium dihydrogen phosphate; 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 1 h

6.1: 68 percent / EDC; triethylamine / CH₂Cl₂ / 2 h / 20 °C

7.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

With pyridine; 1H-imidazole; triethylsilane; sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; tin(IV) chloride; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1081/CAR-200068781