(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

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Chemical Name:(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside
CAS No.:1442422-56-1
Molecular Formula:C₃₈H₅₄O₅S₂Si
Molecular Weight:683.061
Hs Code.:

Synonyms:(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

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Chemical Property of (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

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Technology Process of (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

There total 12 articles about (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-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: 98.0%

: 1442422-55-0
(2-methyl-5-tert-butylphenyl) 6-S-acetyl-2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

: 1442422-56-1
(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

Guidance literature:: With hydrazine; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2013.04.094

Reference yield:

: C₃₁H₄₂O₈S

: 1442422-56-1
(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium tetrahydroborate / methanol; dichloromethane / -78 - 20 °C / Inert atmosphere

2.1: di(n-butyl)tin oxide / toluene / 4 h / Inert atmosphere; Reflux

2.2: 20 °C / Inert atmosphere

3.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane / -40 - -10 °C / Inert atmosphere

4.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

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

6.1: methylimidazole / dichloromethane / 0.33 h / -40 - -10 °C / Inert atmosphere

7.1: N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

8.1: trifluoroacetic acid; water / 2.17 h / -20 - 0 °C / Inert atmosphere

9.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

10.1: hydrazine / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; water; di(n-butyl)tin oxide; potassium carbonate; caesium carbonate; trifluoroacetic acid; hydrazine; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2013.04.094

Reference yield:

: C₃₂H₄₄O₇S

: 1442422-56-1
(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-3-O-tert-butyldimethylsilyl-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1.1: ozone / dichloromethane / -78 °C

1.2: 4 h / -78 °C / Inert atmosphere

2.1: sodium tetrahydroborate / methanol; dichloromethane / -78 - 20 °C / Inert atmosphere

3.1: di(n-butyl)tin oxide / toluene / 4 h / Inert atmosphere; Reflux

3.2: 20 °C / Inert atmosphere

4.1: 2,4,6-tri-tert-butylpyrimidine / dichloromethane / -40 - -10 °C / Inert atmosphere

5.1: caesium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

6.1: potassium carbonate / methanol; dichloromethane / 4 h / 20 °C / Inert atmosphere

7.1: methylimidazole / dichloromethane / 0.33 h / -40 - -10 °C / Inert atmosphere

8.1: N,N-dimethyl-formamide / 6 h / 20 °C / Inert atmosphere

9.1: trifluoroacetic acid; water / 2.17 h / -20 - 0 °C / Inert atmosphere

10.1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

11.1: hydrazine / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; water; di(n-butyl)tin oxide; potassium carbonate; caesium carbonate; ozone; trifluoroacetic acid; hydrazine; 2,4,6-tri-tert-butylpyrimidine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2013.04.094