benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside
CAS No.:91652-74-3
Molecular Formula:C₃₂H₃₉N₃O₅Si
Molecular Weight:573.764
Hs Code.:

Synonyms:benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

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Chemical Property of benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

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Technology Process of benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

There total 10 articles about benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-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:

: 15548-45-5
(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

: 91652-74-3
benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

2: 97 percent / camphorsulphonic acid / acetone / 16 h / Ambient temperature

3: pyridinium chlorochromate, molecular sieve 3 A / CH₂Cl₂ / 2 h / Ambient temperature; molecular sieve 3 A

4: sodium borohydride / ethanol / 1 h / 0 °C

5: pyridine / CH₂Cl₂ / 8 h / -20 °C

6: sodium azide / dimethylformamide / 16 h / Ambient temperature

With pyridine; 1H-imidazole; sodium tetrahydroborate; sodium azide; 3 A molecular sieve; camphor-10-sulfonic acid; pyridinium chlorochromate; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)86850-2

Reference yield:

: 114912-50-4
(3aS,4S,6R,7aR)-4-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-dihydro-[1,3]dioxolo[4,5-c]pyran-7-one

: 91652-74-3
benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium borohydride / ethanol / 1 h / 0 °C

2: pyridine / CH₂Cl₂ / 8 h / -20 °C

3: sodium azide / dimethylformamide / 16 h / Ambient temperature

With pyridine; sodium tetrahydroborate; sodium azide; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86850-2

Reference yield:

: 114894-82-5
benzyl 6-O-tetra-butyldiphenylsilyl-α-D-mannopyranoside

: 91652-74-3
benzyl 4-azido-6-O-tert-butyldiphenylsilyl-4-deoxy-2,3-O-isopropylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / camphorsulphonic acid / acetone / 16 h / Ambient temperature

2: pyridinium chlorochromate, molecular sieve 3 A / CH₂Cl₂ / 2 h / Ambient temperature; molecular sieve 3 A

3: sodium borohydride / ethanol / 1 h / 0 °C

4: pyridine / CH₂Cl₂ / 8 h / -20 °C

5: sodium azide / dimethylformamide / 16 h / Ambient temperature

With pyridine; sodium tetrahydroborate; sodium azide; 3 A molecular sieve; camphor-10-sulfonic acid; pyridinium chlorochromate; In ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)86850-2