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

Base Information

Chemical Name:1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-6-O-(tert-butyldiphenylsilyl)-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol
CAS No.:866865-60-3
Molecular Formula:C₄₆H₆₇NO₇Si
Molecular Weight:774.126
Hs Code.:

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

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

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

There total 10 articles about 1,5-anhydro-2-{[(benzyloxy)carbamoyl]methyl}-6-O-(tert-butyldiphenylsilyl)-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: 68.0%

: 866865-58-9
1,5-anhydro-6-O-(tert-butyldiphenylsilyl)-2-(carboxymethyl)-2-deoxy-4-O-methyl-3-O-myristoyl-D-glucitol

: 2687-43-6
O-benzylhydoxylamine hydrochloride

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

Guidance literature:: With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 2h;
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

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

Guidance literature:: Multi-step reaction with 9 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

With pyridine; 1H-imidazole; methanol; triethylsilane; sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); water; tin(IV) chloride; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 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

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

Guidance literature:: Multi-step reaction with 6 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

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