Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside

Base Information

Chemical Name:Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside
CAS No.:69617-64-7
Molecular Formula:C₁₄H₁₅N₃O₄
Molecular Weight:289.291
Hs Code.:

Synonyms:Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside

Suppliers and Price of Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside

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

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Total 1 raw suppliers

Chemical Property of Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside

There total 15 articles about Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside 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: 77.0%

: 62774-40-7
methyl 3-azido-4-O-benzoyl-6-bromo-2,3,6-trideoxy-β-D-ribo-hexopyranoside

: 69617-64-7
Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside

Guidance literature:: With pyridine; silver fluoride; at 20 ℃; for 4h;
DOI:10.1080/07328309708006508

Reference yield:

: 2873-29-2
D-glucal triacetate

: 69617-64-7
Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 28 percent / N-bromosuccinimide / 3 h / 0 °C

2: methanol; sodium methoxide / 3 h / 20 °C

3: 4.5 g / H₂ / Raney nickel / methanol / 24 h

4: 65 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C / 20 Torr

5: 100 percent / pyridine / CH₂Cl₂ / 0.5 h / -15 °C

6: 1.25 g / NaN₃ / dimethylformamide / 5 h / 20 °C

7: 66 percent / N-bromosuccinimide; barium carbonate / CCl₄ / 1 h / Heating

8: 77 percent / silver fluoride; pyridine / 4 h / 20 °C

With pyridine; methanol; N-Bromosuccinimide; sodium azide; hydrogen; sodium methylate; silver fluoride; toluene-4-sulfonic acid; barium carbonate; nickel; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; 1: Addition / 2: transesterification / 3: Hydrogenolysis / 4: benzylidenation / 5: Esterification / 6: Substitution / 7: Ring cleavage / 8: Elimination;
DOI:10.1080/07328309708006508

Reference yield:

: 2880-98-0
methyl-(2-bromo-2-deoxy-β-D-glucopyranoside)

: 69617-64-7
Methyl 3-azido-4-O-benzoyl-2,3,6-trideoxy-β-D-erythro-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 4.5 g / H₂ / Raney nickel / methanol / 24 h

2: 65 percent / p-toluenesulfonic acid / dimethylformamide / 3 h / 60 °C / 20 Torr

3: 100 percent / pyridine / CH₂Cl₂ / 0.5 h / -15 °C

4: 1.25 g / NaN₃ / dimethylformamide / 5 h / 20 °C

5: 66 percent / N-bromosuccinimide; barium carbonate / CCl₄ / 1 h / Heating

6: 77 percent / silver fluoride; pyridine / 4 h / 20 °C

With pyridine; N-Bromosuccinimide; sodium azide; hydrogen; silver fluoride; toluene-4-sulfonic acid; barium carbonate; nickel; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; 1: Hydrogenolysis / 2: benzylidenation / 3: Esterification / 4: Substitution / 5: Ring cleavage / 6: Elimination;
DOI:10.1080/07328309708006508