benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside

Base Information

Chemical Name:benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside
CAS No.:91652-77-6
Molecular Formula:C₁₈H₂₁N₃O₅
Molecular Weight:359.382
Hs Code.:

Synonyms:benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside

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Chemical Property of benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside

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Technology Process of benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside

There total 9 articles about benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside 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

: 91652-77-6
benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: imidazole

2: 2,2-dimethoxypropane, camphor sulphonic acid

3: pyridinium chlorochromate, molecular sieve / CH₂Cl₂

4: sodium borohydride / ethanol

5: pyridine / CH₂Cl₂

6: sodium azide / dimethylformamide / Ambient temperature

7: Bu₄⁽¹⁺⁾*F^(1-) / tetrahydrofuran

8: 1.) pyridinium chlorochromate, molecular sieve / 1.) dichloromethane

With pyridine; 1H-imidazole; sodium tetrahydroborate; sodium azide; molecular sieve; Bu₄⁽¹⁺⁾*F^(1-); camphor-10-sulfonic acid; 2,2-dimethoxy-propane; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)90059-0

Reference yield:

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

: 91652-77-6
benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 2,2-dimethoxypropane, camphor sulphonic acid

2: pyridinium chlorochromate, molecular sieve / CH₂Cl₂

3: sodium borohydride / ethanol

4: pyridine / CH₂Cl₂

5: sodium azide / dimethylformamide / Ambient temperature

6: Bu₄⁽¹⁺⁾*F^(1-) / tetrahydrofuran

7: 1.) pyridinium chlorochromate, molecular sieve / 1.) dichloromethane

With pyridine; sodium tetrahydroborate; sodium azide; molecular sieve; Bu₄⁽¹⁺⁾*F^(1-); camphor-10-sulfonic acid; 2,2-dimethoxy-propane; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)90059-0

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

: 91652-77-6
benzyl E-4-azido-4,6,7-trideoxy-6-ene-2,3-O-isopropylidene-α-D-manno-octadialdopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: sodium borohydride / ethanol

2: pyridine / CH₂Cl₂

3: sodium azide / dimethylformamide / Ambient temperature

4: Bu₄⁽¹⁺⁾*F^(1-) / tetrahydrofuran

5: 1.) pyridinium chlorochromate, molecular sieve / 1.) dichloromethane

With pyridine; sodium tetrahydroborate; sodium azide; molecular sieve; Bu₄⁽¹⁺⁾*F^(1-); pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)90059-0