2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside
CAS No.:64448-36-8
Molecular Formula:C₁₈H₂₆N₂O₈
Molecular Weight:398.413
Hs Code.:

Synonyms:2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside

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Chemical Property of 2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside

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Technology Process of 2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside

There total 8 articles about 2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside 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: 99.0%

: 64448-35-7
2-(benzyloxycarbonyl)aminoethyl-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

: 64448-36-8
2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside

Guidance literature:: With methanol; sodium methylate; at 20 ℃;
DOI:10.3762/bjoc.6.81

Reference yield: 70.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 87906-02-3
2-aminoethyl-2-acetamido-2-deoxy-β-D-glucopyranoside

: 64448-36-8
2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside

Guidance literature:: With triethylamine; In methanol;
DOI:10.1021/ja801052g

Reference yield:

: 3006-60-8,4539-83-7,6730-10-5,7772-79-4,7784-54-5,10385-50-9,26151-16-6,76375-60-5,76375-61-6,95341-98-3,95341-99-4,134451-91-5,134451-96-0,136982-81-5,145375-11-7,148347-15-3,14086-90-9
2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranosyl acetate

: 64448-36-8
2-(benzyloxycarbonyl)aminoethyl 2-acetylamino-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: trimethylsilyl trifluoromethanesulfonate / 1,2-dichloro-ethane / 16 h / 52 °C

2: copper dichloride / chloroform; toluene / 5 h / 50 °C

3: sodium methylate / methanol / 4 h / 20 °C

4: 10% Pd/C, Pd-c; hydrogen / methanol / 4 h / 3040.2 Torr

5: sodium carbonate / water / 2 h

With trimethylsilyl trifluoromethanesulfonate; 10% Pd/C, Pd-c; hydrogen; sodium methylate; sodium carbonate; copper dichloride; In methanol; chloroform; water; 1,2-dichloro-ethane; toluene;
DOI:10.1039/c1cc13293h