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

Base Information

Chemical Name:1,5-anhydro-4-O-benzyl-2-{[(benzyloxy)carbamoyl]methyl}-2,6-dideoxy-3-O-myristoyl-D-glucitol
CAS No.:866865-29-4
Molecular Formula:C₃₆H₅₃NO₆
Molecular Weight:595.82
Hs Code.:

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

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

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

There total 3 articles about 1,5-anhydro-4-O-benzyl-2-{[(benzyloxy)carbamoyl]methyl}-2,6-dideoxy-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: 82.0%

: 866865-27-2
1,5-anhydro-4-O-benzyl-2-{[(benzyloxy)carbamoyl]methyl}-2,6-dideoxy-6-iodo-3-O-myristoyl-D-glucitol

: 866865-29-4
1,5-anhydro-4-O-benzyl-2-{[(benzyloxy)carbamoyl]methyl}-2,6-dideoxy-3-O-myristoyl-D-glucitol

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 90 ℃; for 0.5h;
DOI:10.1081/CAR-200068781

Reference yield:

: 866865-25-0
1,5-anhydro-4-O-benzyl-2-{[(benzyloxy)carbamoyl]methyl}-2-deoxy-3-O-myristoyl-D-glucitol

: 866865-29-4
1,5-anhydro-4-O-benzyl-2-{[(benzyloxy)carbamoyl]methyl}-2,6-dideoxy-3-O-myristoyl-D-glucitol

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / iodine; triphenylphosphane; imidazole / toluene / 4 h / 20 °C

2: 82 percent / 2,2-dimethyl-2,2'-diazenediyldipropanenitrile; tributyltin hydride / toluene / 0.5 h / 90 °C

With 1H-imidazole; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; triphenylphosphine; In toluene;
DOI:10.1081/CAR-200068781

Reference yield:

: 502493-95-0
1,5-anhydro-4,6-O-benzylidene-2-C-(carboxymethyl N-benzyloxyamide)-2-deoxy-3-O-myristoyl-D-glucitol

: 866865-29-4
1,5-anhydro-4-O-benzyl-2-{[(benzyloxy)carbamoyl]methyl}-2,6-dideoxy-3-O-myristoyl-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / borane-tetrahydrofuran complex; dibutylboron triflate / CH₂Cl₂ / 1 h / 0 °C

2: 80 percent / iodine; triphenylphosphane; imidazole / toluene / 4 h / 20 °C

3: 82 percent / 2,2-dimethyl-2,2'-diazenediyldipropanenitrile; tributyltin hydride / toluene / 0.5 h / 90 °C

With 1H-imidazole; borane-THF; 2,2'-azobis(isobutyronitrile); di-n-butylboryl trifluoromethanesulfonate; iodine; tri-n-butyl-tin hydride; triphenylphosphine; In dichloromethane; toluene;
DOI:10.1081/CAR-200068781