methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-D-glucopyranoside
• CAS No.: 120001-96-9
• Molecular Formula: C₁₉H₂₅NO₉
• Molecular Weight: 411.409

Synonyms:methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-D-glucopyranoside

Chemical Property of methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-D-glucopyranoside

There total 1 articles about methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-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: 82.0%

acetyl chloride (75-36-5) + methyl 3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside (82877-93-8) → methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-D-glucopyranoside (120001-96-9)

Guidance literature:

With 2,4,6-trimethyl-pyridine; at -40 ℃;

DOI:10.1021/jo035732z

Reference yield: 93.0%

methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-D-glucopyranoside (120001-96-9) + methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate (717902-57-3) → (2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-4-Acetoxy-2-acetoxymethyl-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-3-allyloxy-5-benzoyloxy-4-benzyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester (717902-58-4)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -15 - 20 ℃;

DOI:10.1021/jo035732z

Reference yield: 59.0%

methyl 2-O-acetyl-4-O-allyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate (615543-04-9) + methyl 2-benzyloxycarbonylamino-2-deoxy-3,6-di-O-acetyl-α-D-glucopyranoside (120001-96-9) → methyl methyl 2-O-acetyl-4-O-allyl-3-O-benzyl-α-L-idopyrnosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside (717902-54-0)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -15 - 20 ℃; for 6h;

DOI:10.1021/jo035732z

upstream raw materials:

acetyl chloride

methyl 3-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

Downstream raw materials:

methyl methyl 2-O-acetyl-4-O-allyl-3-O-benzyl-α-L-idopyrnosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

(2R,3S,4S,5R,6R)-6-((2R,3S,4R,5R,6S)-4-Acetoxy-2-acetoxymethyl-5-benzyloxycarbonylamino-6-methoxy-tetrahydro-pyran-3-yloxy)-3-allyloxy-5-benzoyloxy-4-benzyloxy-tetrahydro-pyran-2-carboxylic acid methyl ester

methyl (methyl 2-O-acetyl-3-O-benzyl-α-L-idopyrnosiduronate)-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

methyl methyl 2-O-benzoyl-3-O-benzyl-α-L-idopyranosiduronate-(1->4)-3,6-di-O-acetyl-2-benzyloxycarbonylamino-2-deoxy-α-D-glucopyranoside

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