methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside

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Chemical Name:methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside
CAS No.:468062-69-3
Molecular Formula:C₃₉H₅₅NO₈Si
Molecular Weight:693.953
Hs Code.:

Synonyms:methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside

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Chemical Property of methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside

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Technology Process of methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside

There total 11 articles about methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside 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:

: 468062-67-1
methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-azido-β-D-mannopyranoside

: 468062-69-3
methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Lindlar catalyst / ethanol; ethyl acetate / 12 h / 760 Torr

2: 0.065 g / tetrahydrofuran; H₂O / 12 h / 20 °C

With hydrogen; Lindlar's catalyst; In tetrahydrofuran; ethanol; water; ethyl acetate;
DOI:10.1016/S0040-4020(03)00208-4

Reference yield:

: 566197-55-5
methyl 3-O-benzyl-β-D-mannopyranoside

: 468062-69-3
methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / CSA / acetonitrile / 0.17 h / 20 °C

2: 2,6-lutidine / CH₂Cl₂ / 12 h / 20 °C

3: 3.6 g / DIBAL-H / CH₂Cl₂; toluene / 0 - 20 °C

4: 59.7 percent / pyridine / 12 h / 0 °C

5: 77.8 percent / NaN₃ / dimethylformamide / 2 h / 100 °C

6: H₂ / Lindlar catalyst / ethanol; ethyl acetate / 12 h / 760 Torr

7: 0.065 g / tetrahydrofuran; H₂O / 12 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium azide; camphor-10-sulfonic acid; hydrogen; diisobutylaluminium hydride; Lindlar's catalyst; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4020(03)00208-4

Reference yield:

: 468062-66-0
methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-β-D-mannopyranoside

: 468062-69-3
methyl 2-O-triisopropylsilyl-3-O-benzyl-4-O-(4-methoxybenzyl)-6-deoxy-6-benzyloxycarbonylamino-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 59.7 percent / pyridine / 12 h / 0 °C

2: 77.8 percent / NaN₃ / dimethylformamide / 2 h / 100 °C

3: H₂ / Lindlar catalyst / ethanol; ethyl acetate / 12 h / 760 Torr

4: 0.065 g / tetrahydrofuran; H₂O / 12 h / 20 °C

With pyridine; sodium azide; hydrogen; Lindlar's catalyst; In tetrahydrofuran; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(03)00208-4