methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside

Base Information

Chemical Name:methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside
CAS No.:131053-30-0
Molecular Formula:C₂₁H₂₃NO₅
Molecular Weight:369.417
Hs Code.:

Synonyms:methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside

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Chemical Property of methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside

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Technology Process of methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside

There total 9 articles about methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside 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: 90.0%

: 131102-04-0
methyl 3-O-benzyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside

: 501-53-1,94274-21-2
benzyl chloroformate

: 131053-30-0
methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside

Guidance literature:: With sodium hydrogencarbonate; In diethyl ether; for 12h; Ambient temperature;
DOI:10.1016/S0957-4166(00)86337-5

Reference yield:

: 34370-91-7,59358-33-7,68354-70-1,70798-12-8,19139-80-1
3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 131053-30-0
methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / pyridine / 2 h / 0 - 20 °C

2: 97 percent / sodium azide / dimethylformamide / 12 h / 70 °C

3: 44 percent / acetyl chloride / 36 h / 0 °C

4: 78 percent / pyridine / CH₂Cl₂ / 1 h / -50 - -30 °C

5: 92.5 percent / H₂ / 5percent Pd/C / ethyl acetate / 4 h / Ambient temperature

6: 90 percent / aq. sodium bicarbonate / diethyl ether / 12 h / Ambient temperature

With pyridine; sodium azide; hydrogen; sodium hydrogencarbonate; acetyl chloride; palladium on activated charcoal; In diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)86337-5

Reference yield:

: 101475-83-6
3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside

: 131053-30-0
methyl 3-O-benzyl-N-benzyloxycarbonyl-2,5-dideoxy-2,5-imino-β-D-lyxofuranoside

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / water, HOAc / methanol / 16 h / 50 °C

2: 1.) sodium periodate, 2.) NaBH₄ / 1.) ethanol, water, 3 h, 2.) RT, 8 h

3: 94 percent / pyridine / 2 h / 0 - 20 °C

4: 97 percent / sodium azide / dimethylformamide / 12 h / 70 °C

5: 44 percent / acetyl chloride / 36 h / 0 °C

6: 78 percent / pyridine / CH₂Cl₂ / 1 h / -50 - -30 °C

7: 92.5 percent / H₂ / 5percent Pd/C / ethyl acetate / 4 h / Ambient temperature

8: 90 percent / aq. sodium bicarbonate / diethyl ether / 12 h / Ambient temperature

With pyridine; sodium tetrahydroborate; sodium periodate; sodium azide; water; hydrogen; sodium hydrogencarbonate; acetic acid; acetyl chloride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)86337-5