6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam

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Chemical Name:6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam
CAS No.:896448-02-5
Molecular Formula:C₂₃H₂₇NO₇
Molecular Weight:429.47
Hs Code.:

Synonyms:6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam

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Chemical Property of 6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam

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Technology Process of 6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam

There total 6 articles about 6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam 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: 60.0%

: (2S,3S,4S,5R)-4,5-Bis-benzyloxy-3-methoxymethoxy-6-oxo-piperidine-2-carboxylic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 896448-02-5
6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam

Guidance literature:: In methanol; hexane; toluene; at 23 ℃; for 0.5h;
DOI:10.1002/hlca.200690066

Reference yield:

: 896447-96-4
5-amino-2,3-di-O-benzyl-5-deoxy-D-galactono-1,5-lactam

: 896448-02-5
6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / Et₃N; DMAP / dimethylformamide / 16 h / 23 °C

2: 85 percent / (i-Pr)NEt₂; Bu₄NI; 4-pyrrolidinopyridine / 1,2-dichloro-ethane / 16 h / 80 °C

3: 92 percent / Bu₄NF*3H₂O / tetrahydrofuran; CH₂Cl₂ / 1 h / 23 °C

4: 61 percent / CrO₃; H₂SO₄ / acetone; H₂O / 4 h / 10 °C

5: 60 percent / hexane; methanol; toluene / 0.5 h / 23 °C

With chromium(VI) oxide; dmap; N,N-diethyl-N-isopropylamine; sulfuric acid; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; 4-pyrrolidin-1-ylpyridine; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1002/hlca.200690066

Reference yield:

: 916494-99-0
5-amino-2,3-di-O-benzyl-4,6-O-benzylidene-5-deoxy-D-galactono-1,5-lactam

: 896448-02-5
6-methyl 5-amino-2,3-di-O-benzyl-5-deoxy-4-O-(methoxymethyl)-D-galactarate-1,5-lactam

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / CF₃COOH / CH₂Cl₂; H₂O / 24 h / 23 °C

2: 87 percent / Et₃N; DMAP / dimethylformamide / 16 h / 23 °C

3: 85 percent / (i-Pr)NEt₂; Bu₄NI; 4-pyrrolidinopyridine / 1,2-dichloro-ethane / 16 h / 80 °C

4: 92 percent / Bu₄NF*3H₂O / tetrahydrofuran; CH₂Cl₂ / 1 h / 23 °C

5: 61 percent / CrO₃; H₂SO₄ / acetone; H₂O / 4 h / 10 °C

6: 60 percent / hexane; methanol; toluene / 0.5 h / 23 °C

With chromium(VI) oxide; dmap; N,N-diethyl-N-isopropylamine; sulfuric acid; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; 4-pyrrolidin-1-ylpyridine; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1002/hlca.200690066