methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside
CAS No.:864815-51-0
Molecular Formula:C₆₈H₇₈ClNO₁₅Si
Molecular Weight:1212.9
Hs Code.:

methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside

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Chemical Property of methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside

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Technology Process of methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside

There total 10 articles about methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-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:

: Benzoic acid (2S,3S,4R)-3-benzyloxy-5,6-dichloro-2-methyl-tetrahydro-pyran-4-yl ester

: 864815-51-0
methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1.99 g / AgOAc / 12 h / 20 °C

2.1: 91 percent / 3 Angstroem molecular sieves; BF₃*OEt₂ / CH₂Cl₂ / 2 h

3.1: 3 Angstroem molecular sieves / CH₂Cl₂ / 1 h

3.2: 92 percent / NIS; AgOTf / CH₂Cl₂ / 0.25 h

4.1: 81 percent / NaOMe; MeOH / CH₂Cl₂ / 12 h / 20 °C

5.1: 86 percent / NIS; TfOH / CH₂Cl₂ / 2 h / -20 °C

With methanol; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; silver(I) acetate; In dichloromethane; 1.1: Koenig-Knorr glycosylation;
DOI:10.1039/b416106h

Reference yield:

: Benzoic acid (4R,5S,6S)-2-acetoxy-5-benzyloxy-3-chloro-6-methyl-tetrahydro-pyran-4-yl ester

: 864815-51-0
methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / 3 Angstroem molecular sieves; BF₃*OEt₂ / CH₂Cl₂ / 2 h

2.1: 3 Angstroem molecular sieves / CH₂Cl₂ / 1 h

2.2: 92 percent / NIS; AgOTf / CH₂Cl₂ / 0.25 h

3.1: 81 percent / NaOMe; MeOH / CH₂Cl₂ / 12 h / 20 °C

4.1: 86 percent / NIS; TfOH / CH₂Cl₂ / 2 h / -20 °C

With methanol; N-iodo-succinimide; trifluorormethanesulfonic acid; 3 A molecular sieve; boron trifluoride diethyl etherate; sodium methylate; In dichloromethane;
DOI:10.1039/b416106h

Reference yield:

: 864815-47-4
phenyl 6-O-(tert-butyldimethylsilyl)-1-thio-α-L-mannopyranoside

: 864815-51-0
methyl (2,3,4-tri-O-benzyl-6-O-tert-butyldimethylsilyl-α-L-mannopyranosyl)-(1->3)(4-O-benzyl-2-chloro-2-deoxy-α-L-rhamnopyranosyl)-(1->3)-4,6-O-benzylidene-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h / 0 °C

1.2: 94 percent / dimethylformamide / 16 h

2.1: 86 percent / NIS; TfOH / CH₂Cl₂ / 2 h / -20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b416106h