phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Base Information

• Chemical Name: phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside
• CAS No.: 220691-43-0
• Molecular Formula: C₃₅H₃₆O₆S
• Molecular Weight: 585.722

Synonyms:phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property of phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Chemical Property:

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Technology Process of phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

There total 1 articles about phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-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: 88.9%

[1-13C]-acetic acid (1563-79-7) + phenyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (179072-65-2) → phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (220691-43-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ja0167396

Reference yield:

6-(acetyl-1-13C)oxyhexanoic acid (220691-36-1) + phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (220691-43-0) + methyl-1-13C 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-methylthio-D-glycero-β-D-galacto-2-nonulopyranosylonate (220691-46-3) + phenyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)-4-O-(acetyl-1-13C)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (220691-39-4) → C82H100N2O23

Guidance literature:

Yield given; Multistep reaction;

DOI:10.1002/(SICI)1521-3773(19981231)37:24<3415::AID-ANIE3415>3.0.CO;2-8

Reference yield:

phenyl 3-O-(acetyl-1-13C)-2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside (220691-43-0) + methyl-1-13C 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-methylthio-D-glycero-β-D-galacto-2-nonulopyranosylonate (220691-46-3) + phenyl O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-(1-3)-4-O-(acetyl-1-13C)-6-O-benzyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside (220691-39-4) + [6-(acetyl-1-13C)oxyhexanoyl]amino-4-sulfonylbenzoic acid (424820-73-5) → N-[6-benzyloxymethyl-5-(3,5-bis-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-2-(5-carboxy-pentyloxy)-4-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-phthalamic acid (424820-90-6) + N-[6-benzyloxymethyl-5-(3,5-bis-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-2-(5-carboxy-pentyloxy)-4-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-phthalamic acid (424820-89-3) + C92H106N2O27 + C92H106N2O27

Guidance literature:

Multistep reaction. Further byproducts.;

DOI:10.1021/ja0167396

upstream raw materials:

[1-13C]-acetic acid

phenyl 2,4,6-tri-O-benzyl-1-thio-β-D-galactopyranoside

Downstream raw materials:

N-[6-benzyloxymethyl-5-(3,5-bis-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-2-(5-carboxy-pentyloxy)-4-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-phthalamic acid

N-[6-benzyloxymethyl-5-(3,5-bis-benzyloxy-6-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-2-yloxy)-2-(5-carboxy-pentyloxy)-4-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3-yl]-phthalamic acid

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