methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside
• CAS No.: 1248566-22-4
• Molecular Formula: C₂₂H₂₅NO₇
• Molecular Weight: 415.443

Synonyms:methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Chemical Property of methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

Chemical Property:

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Technology Process of methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside

There total 4 articles about methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside 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: 100.0%

benzaldehyde dimethyl acetal (1125-88-8) + methyl 2-N-(benzyloxycarbonyl)amino-2-deoxy-α-D-galactopyranoside (82916-19-6) → methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (1248566-22-4)

Guidance literature:

With camphor-10-sulfonic acid; In acetonitrile; at 20 ℃; for 0.166667h; pH=2 - 3;

DOI:10.1002/chem.201102615

Reference yield:

2-carbobenzyloxyamino-2-deoxy-D-galactopyranose (3006-58-4) → methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (1248566-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / Reflux

2: camphor-10-sulfonic acid / acetonitrile / 0.17 h / 20 °C / pH 2 - 3

With hydrogenchloride; camphor-10-sulfonic acid; In acetonitrile;

DOI:10.1002/chem.201102615

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → methyl 2-benzyloxycarbonylamino-4,6-O-benzylidene-2-deoxy-α-D-galactopyranoside (1248566-22-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydrogencarbonate / water / 17 h / 0 °C

2: hydrogenchloride / Reflux

3: camphor-10-sulfonic acid / acetonitrile / 0.17 h / 20 °C / pH 2 - 3

With hydrogenchloride; camphor-10-sulfonic acid; sodium hydrogencarbonate; In water; acetonitrile;

DOI:10.1002/chem.201102615

upstream raw materials:

benzaldehyde dimethyl acetal

methyl 2-N-(benzyloxycarbonyl)amino-2-deoxy-α-D-galactopyranoside

2-carbobenzyloxyamino-2-deoxy-D-galactopyranose

D-(+)-galactosamine hydrochloride

Downstream raw materials:

methyl 2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

methyl (2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

methyl (2-acetamido-4-O-tert-butyldimethylsilyl-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-(2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranosyl)-(1->4)-2-acetamido-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-α-D-galactopyranoside

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