allyl 6-[benzyl-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)]-phosphonato-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Chemical Name:allyl 6-[benzyl-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)]-phosphonato-2,3,4-tri-O-benzyl-α-D-mannopyranoside
CAS No.:1338476-73-5
Molecular Formula:C₅₁H₆₀NO₁₇P
Molecular Weight:990.008
Hs Code.:

Synonyms:allyl 6-[benzyl-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)]-phosphonato-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of allyl 6-[benzyl-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)]-phosphonato-2,3,4-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of allyl 6-[benzyl-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)]-phosphonato-2,3,4-tri-O-benzyl-α-D-mannopyranoside

There total 2 articles about allyl 6-[benzyl-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)]-phosphonato-2,3,4-tri-O-benzyl-α-D-mannopyranoside 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: 90.0%

: 849063-72-5
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(benzyloxy-diisopropylamino-phosphanyloxy)-tetrahydro-pyran-4-yl ester

: 93451-42-4
allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside

: 1338476-73-5
allyl 6-[benzyl-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)]-phosphonato-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-(benzyloxy-diisopropylamino-phosphanyloxy)-tetrahydro-pyran-4-yl ester; allyl 6-O-acetyl-2,3,4-tri-O-benzyl-α-D-mannopyranoside; With 1H-tetrazole; In dichloromethane; acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Molecular sieve;

With tert.-butylhydroperoxide; In dichloromethane; water; acetonitrile; at -40 ℃; for 2h; Molecular sieve; Inert atmosphere;
DOI:10.1021/jo2010999

Reference yield:

: 10294-12-9,10353-11-4,70749-28-9,76612-22-1,116559-73-0,147129-68-8,34051-43-9
2-deoxy-2-acetamido-3,4,6-tri-O-acetyl-D-glucopyranose

: 1338476-73-5
allyl 6-[benzyl-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)]-phosphonato-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Molecular sieve

2.1: 1H-tetrazole / dichloromethane / 20 °C

3.1: 1H-tetrazole / dichloromethane; acetonitrile / 12 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 2 h / -40 °C / Molecular sieve; Inert atmosphere

With 1H-tetrazole; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jo2010999