3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene

Base Information

Chemical Name:3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene
CAS No.:776313-88-3
Molecular Formula:C₃₀H₃₁NO₈
Molecular Weight:533.578
Hs Code.:

Synonyms:3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene

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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 3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene

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Technology Process of 3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene

There total 7 articles about 3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene 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: 72.0%

: 776313-86-1
methyl 2,3-di-O-benzyl-4-O-(4-nitrobenzoyl)-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

: 762-72-1
allyl-trimethyl-silane

: 776313-88-3
3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 72h;
DOI:10.1016/j.bmc.2005.12.055

Reference yield:

: 3162-96-7
methyl 4,6-O-benzylidene-α-D-glucopyranoside

: 776313-88-3
3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide

2: TFA / CH₂Cl₂

3: 86 percent / imidazole / dimethylformamide / -40 °C

4: 100 percent / pyridine / CH₂Cl₂ / 20 °C

5: 72 percent / trimethylsilyl triflate / acetonitrile / 72 h / 20 °C

With pyridine; 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2005.12.055

Reference yield:

: 7177-79-9,13035-24-0,29600-81-5,33164-02-2,51842-18-3,52526-59-7,78738-75-7,99212-27-8,101312-02-1,107795-23-3,108739-87-3,129170-92-9,13225-19-9
methyl 2,3-di-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

: 776313-88-3
3-[2',3'-di-O-benzyl-4'-O-(4-nitrobenzoyl)-α-D-glucopyranosyl]-1-propene

Guidance literature:: Multi-step reaction with 4 steps

1: TFA / CH₂Cl₂

2: 86 percent / imidazole / dimethylformamide / -40 °C

3: 100 percent / pyridine / CH₂Cl₂ / 20 °C

4: 72 percent / trimethylsilyl triflate / acetonitrile / 72 h / 20 °C

With pyridine; 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2005.12.055