N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide

Base Information

Chemical Name:N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide
CAS No.:381724-80-7
Molecular Formula:C₅₀H₅₀N₂O₇
Molecular Weight:790.956
Hs Code.:

Synonyms:N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide

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Chemical Property of N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide

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Technology Process of N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide

There total 4 articles about N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide 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:

: 82598-84-3
2,3,4,6-tetra-O-benzyl-D-galactonolactone

: 381724-80-7
N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 84 percent / tetrahydrofuran / 1 h / -78 - 20 °C

2: 100 percent / TFA / CH₂Cl₂ / 1.5 h / 0 °C

3: 92 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

4: CH₂Cl₂ / 1.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 3: Ritter reaction;
DOI:10.1055/s-2001-16797

Reference yield:

: 381724-75-0
((3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-acetic acid

: 381724-80-7
N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

2: CH₂Cl₂ / 1.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; 1: Ritter reaction;
DOI:10.1055/s-2001-16797

Reference yield:

: 381724-74-9
((3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-hydroxy-tetrahydro-pyran-2-yl)-acetic acid tert-butyl ester

: 381724-80-7
N-[(2S,3R,4S,5S,6R)-2-(Benzylcarbamoyl-methyl)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl]-benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / TFA / CH₂Cl₂ / 1.5 h / 0 °C

2: 92 percent / TMSOTf / CH₂Cl₂ / 0.17 h / 0 °C

3: CH₂Cl₂ / 1.5 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane; 2: Ritter reaction;
DOI:10.1055/s-2001-16797