benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside

Base Information

Chemical Name:benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside
CAS No.:1554004-89-5
Molecular Formula:C₅₁H₅₆O₇Si
Molecular Weight:809.087
Hs Code.:

Synonyms:benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside

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Technology Process of benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside

There total 11 articles about benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside 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:

: 1588523-50-5
C₅₈H₅₉NO₁₀Si

: 1554004-89-5
benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside

Guidance literature:: With potassium carbonate; In methanol; dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.bmc.2013.12.019

Reference yield:

: 102046-36-6
(2S,3S,4S,5S,6S)-3,4,5,6-tetrabenzyloxytetrahydropyran-2-carbaldehyde

: 1554004-89-5
benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -40 °C / Inert atmosphere

1.2: 5 h / -40 - 20 °C

2.1: water; 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone / 4 h / 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 0 - 20 °C

4.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 5 h / 20 °C

5.1: potassium carbonate / dichloromethane; methanol / 4 h / 20 °C

With 1H-imidazole; osmium(VIII) oxide; n-butyllithium; di-isopropyl azodicarboxylate; water; potassium carbonate; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 4.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.12.019

Reference yield:

: 530-26-7
D-Mannose

: 1554004-89-5
benzyl 7-O-tetra-butyldiphenylsilyl-2,3,4-O-tri-benzyl-L-glycero-α-D-mannoheptopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: acetyl chloride / 2 h / 50 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 0 - 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

5.1: Dess-Martin periodane / dichloromethane / 0.67 h / 20 °C

6.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -40 °C / Inert atmosphere

6.2: 5 h / -40 - 20 °C

7.1: water; 4-methylmorpholine N-oxide; osmium(VIII) oxide / acetone / 4 h / 20 °C

8.1: 1H-imidazole / N,N-dimethyl-formamide / 6 h / 0 - 20 °C

9.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 5 h / 20 °C

10.1: potassium carbonate / dichloromethane; methanol / 4 h / 20 °C

With 1H-imidazole; osmium(VIII) oxide; n-butyllithium; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; water; sodium hydride; potassium carbonate; Dess-Martin periodane; 4-methylmorpholine N-oxide; acetyl chloride; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; mineral oil; 5.1: |Dess-Martin Oxidation / 6.1: |Wittig Olefination / 6.2: |Wittig Olefination / 9.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.12.019