2-O-<4-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-α,β-L-rhamnopyranose

Base Information

Chemical Name:2-O-<4-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-α,β-L-rhamnopyranose
CAS No.:115946-02-6
Molecular Formula:C₆₆H₇₅NO₁₇
Molecular Weight:1154.32
Hs Code.:

2-O-<4-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-α,β-L-rhamnopyranose

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Chemical Property of 2-O-<4-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-α,β-L-rhamnopyranose

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Technology Process of 2-O-<4-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-α,β-L-rhamnopyranose

There total 16 articles about 2-O-<4-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-α,β-L-rhamnopyranose 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: 65.5%

: 115946-00-4
2,2,2-trichloroethyl 2-O-<2,3-tri-O-benzyl-4-O-(4,6-di-O-acetyl-2-azido-3-O-benzyl-2-deoxy-β-D-mannopyranosyl)-α-D-glucopyranosyl>-3,4-di-O-benzyl-α-L-rhamnopyranoside

: 115946-02-6,115946-09-3
2-O-<4-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-α,β-L-rhamnopyranose

Guidance literature:: With zinc copper; acetylacetone; In N,N-dimethyl-formamide; at 60 ℃; for 1h;
DOI:10.1016/S0008-6215(00)90854-1

Reference yield:

: 116003-77-1
2-azido-2-deoxy-4,6-O-(phenylmethylene)methyl-α-D-altropyranoside

: 115946-02-6,115946-09-3
2-O-<4-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-α,β-L-rhamnopyranose

Guidance literature:: Multi-step reaction with 9 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

With hydrogenchloride; zinc copper; 4 A molecular sieve; sodium methylate; titanium(IV) bromide; sodium hydride; acetylacetone; In methanol; dichloromethane; sulfuric acid; ethyl acetate; N,N-dimethyl-formamide; acetone; toluene; benzene;
DOI:10.1016/S0008-6215(00)90854-1

Reference yield:

: 61236-94-0
4-O-acetyl-2,3,6-tri-O-benzyl-α-D-glucopyranosyl chloride

: 115946-02-6,115946-09-3
2-O-<4-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-α,β-L-rhamnopyranose

Guidance literature:: Multi-step reaction with 4 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

With 2,4,6-trimethyl-pyridine; zinc copper; 4 A molecular sieve; sodium methylate; silver perchlorate; acetylacetone; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0008-6215(00)90854-1