8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside

Base Information

• Chemical Name: 8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside
• CAS No.: 115946-06-0
• Molecular Formula: C₇₂H₈₉NO₁₇
• Molecular Weight: 1240.5

Synonyms:8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside

Chemical Property of 8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside

There total 19 articles about 8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside 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: 92.6%

8-(methoxycarbonyl)octyl 2-O-<2-acetamido-4,6-di-O-acetyl-3-O-benzyl-2-deoxy-β-D-mannopyranosyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside (115946-05-9) → 8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside (115946-06-0)

Guidance literature:

With sodium methylate; In methanol; for 4h; Ambient temperature;

DOI:10.1016/S0008-6215(00)90854-1

Reference yield:

2-azido-2-deoxy-4,6-O-(phenylmethylene)methyl-α-D-altropyranoside (116003-77-1) → 8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside (115946-06-0)

Guidance literature:

Multi-step reaction with 11 steps

1: 6.7 g / NaH / dimethylformamide / 1.) O deg C, 30 min; 2.) -40 deg C, 2 min

2: 63.1 percent / toluene / 2 h / Heating

3: 93 percent / M sodium methoxide / methanol / 4 h / Ambient temperature

4: 99 percent / NaH / dimethylformamide / 1 h

5: 91.3 percent / 2M hydrochloric acid / acetone / 1 h / Heating

6: 2.1 g / aq. H₂SO₄ / 17 h / -20 °C

7: 76 mg / titanium tetrabromide / CH₂Cl₂; ethyl acetate / 50 h / Ambient temperature

8: 32.7 percent / molecular sieves 4 A / benzene; CH₂Cl₂ / 1 h / Ambient temperature

9: 65.5 percent / zinc-copper couple/2,4-pentanedione / dimethylformamide / 1 h / 60 °C

10: 64.5 percent / NaH / tetrahydrofuran / 1 h

11: 92.6 percent / M sodium methoxide / methanol / 4 h / Ambient temperature

With hydrogenchloride; zinc copper; 4 A molecular sieve; sodium methylate; titanium(IV) bromide; sodium hydride; acetylacetone; In tetrahydrofuran; methanol; dichloromethane; sulfuric acid; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; benzene;

DOI:10.1016/S0008-6215(00)90854-1

Reference yield:

4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride (61236-94-0) → 8-(methoxycarbonyl)octyl 2-O-<4-O-(2-acetamido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside (115946-06-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 28.4 percent / sym-collidine/silver perchlorate / benzene; diethyl ether / 1 h

2: 85.3 percent / M sodium methoxide / methanol / 4 h / Ambient temperature

3: 32.7 percent / molecular sieves 4 A / benzene; CH₂Cl₂ / 1 h / Ambient temperature

4: 65.5 percent / zinc-copper couple/2,4-pentanedione / dimethylformamide / 1 h / 60 °C

5: 64.5 percent / NaH / tetrahydrofuran / 1 h

6: 92.6 percent / M sodium methoxide / methanol / 4 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; zinc copper; 4 A molecular sieve; sodium methylate; silver perchlorate; sodium hydride; acetylacetone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0008-6215(00)90854-1

upstream raw materials:

8-(methoxycarbonyl)octyl 2-O-<2-acetamido-4,6-di-O-acetyl-3-O-benzyl-2-deoxy-β-D-mannopyranosyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl>-3,4-di-O-benzyl-β-L-rhamnopyranoside

2-azido-2-deoxy-4,6-O-(phenylmethylene)methyl-α-D-altropyranoside

4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride

benzyl bromide

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