phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

Base Information

Chemical Name:phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside
CAS No.:103082-85-5
Molecular Formula:C₃₉H₃₈N₄O₁₁
Molecular Weight:738.751
Hs Code.:

Synonyms:phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

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Chemical Property of phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

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Technology Process of phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

There total 12 articles about phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-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: 37.1%

: 103082-82-2
phenyl 3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

: 130321-47-0
4-Nitro-benzoic acid (2S,3R,4S)-4-azido-6-chloro-2-methyl-tetrahydro-pyran-3-yl ester

: 103082-85-5
phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

: 103082-86-6
phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-β-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; for 45h;
DOI:10.1016/S0008-6215(00)90632-3

Reference yield:

: 22331-16-4
phenyl 2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranoside

: 103082-85-5
phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / sodium methoxide / methanol / 3 h / Heating

2: 95 percent / zinc chloride / 24 h / Ambient temperature

3: 37.1 percent / N,N,N',N'-trimethylurea, silver trifluoromethanesulfonate / CH₂Cl₂ / 45 h

With sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; zinc(II) chloride; In methanol; dichloromethane;
DOI:10.1016/S0008-6215(00)90632-3

Reference yield:

: 54623-22-2,72002-52-9
methyl-3-azido-2,3,6-tridesoxy-α-L-arabino-hexopyranoside

: 103082-85-5
phenyl 2-O-(3-azido-2,3,6-trideoxy-4-O-p-nitrobenzoyl-α-L-arabino-hexopyranosyl)-3-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 68.7 percent / pyridine

2: 68 percent / hydrochloric acid-acetic acid / 2.5 h / 80 °C

3: 74 percent / pyridine

4: 1.) molecular sieve type 3A, 2.) trimethylsilyl triflate / 1.) dichloromethane, 1 h, room temperature, 2.) dichloromethane, 4 h, -15 deg C

With pyridine; hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; acetic acid;
DOI:10.1016/S0008-6215(00)90632-3