(2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

Base Information

• Chemical Name: (2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol
• CAS No.: 151651-13-7
• Molecular Formula: C₃₈H₅₁N₃O₁₀Si
• Molecular Weight: 737.923

Synonyms:(2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

Chemical Property of (2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

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Technology Process of (2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol

There total 3 articles about (2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol 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:

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-4-yl ester (151651-11-5) → (2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol (151651-13-7)

Guidance literature:

DOI:10.1021/ja00032a049

Reference yield:

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide (67673-39-6) → (2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol (151651-13-7)

Guidance literature:

DOI:10.1021/ja00032a049

Reference yield:

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside (117253-05-1) → (2R,3R,4R,5R,6S)-5-Azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-2-hydroxymethyl-tetrahydro-pyran-3,4-diol (151651-13-7)

Guidance literature:

DOI:10.1021/ja00032a049

upstream raw materials:

Acetic acid (2R,3R,4R,5R,6S)-3-acetoxy-2-acetoxymethyl-5-azido-6-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-4-yl ester

3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-β-D-glucopyranoside

Downstream raw materials:

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2-azido-6-O-benzyl-2-deoxy-3-O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylate)-β-D-galactopyranosyl>-β-D-glucopyranoside

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2-amino-6-O-benzyl-2-deoxy-3-O-(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosyloyl-1''<*>2'-lactam)-β-D-galactopyranosyl>-β-D-glucopyranoside

2-(trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-(2-azido-6-O-benzyl-2-deoxy-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

2-(trimethylsilyl)ethyl (2-azido-6-O-benzyl-2-deoxy-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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