methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside

Base Information

Chemical Name:methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside
CAS No.:143563-93-3
Molecular Formula:C₂₁H₂₂O₆
Molecular Weight:370.402
Hs Code.:

Synonyms:methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside

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Chemical Property of methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside

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Technology Process of methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside

There total 8 articles about methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside 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: 68.0%

: 143563-19-3
methyl 3-C-<(benzoyloxy)methyl>-5-O-(p-bromobenzyl)-2,3-dideoxy-D-erythro-pentofuranoside

: 143563-93-3
methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside

Guidance literature:: With ammonia; sodium; In diethyl ether; for 0.5h;
DOI:10.1021/jo00009a012

Reference yield:

: 98-88-4
benzoyl chloride

: 143563-93-3
methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / pyridine / 0.25 h

2: N-methylmorpholine N-oxide, OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / Ambient temperature

3: NaIO₄ / tetrahydrofuran; H₂O / 0.5 h / Ambient temperature

4: HCl / 0.17 h

5: 68 percent / Na, liq. NH₃ / diethyl ether / 0.5 h

With pyridine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; ammonia; sodium; 4-methylmorpholine N-oxide; In tetrahydrofuran; diethyl ether; water; tert-butyl alcohol;
DOI:10.1021/jo00009a012

Reference yield:

: 132235-65-5
(2S,3R)-1-O-(p-bromobenzyl)-3-(2'-propenyl)-1,2,4-butanetriol

: 143563-93-3
methyl 5-O-benzoyl-3-C-<(benzoyloxy)methyl>-2,3-dideoxy-D-erythro-pentofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / pyridine / 0.25 h

2: N-methylmorpholine N-oxide, OsO₄ / tetrahydrofuran; H₂O; 2-methyl-propan-2-ol / Ambient temperature

3: NaIO₄ / tetrahydrofuran; H₂O / 0.5 h / Ambient temperature

4: HCl / 0.17 h

5: 68 percent / Na, liq. NH₃ / diethyl ether / 0.5 h

With pyridine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; ammonia; sodium; 4-methylmorpholine N-oxide; In tetrahydrofuran; diethyl ether; water; tert-butyl alcohol;
DOI:10.1021/jo00009a012