methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside

Base Information

• Chemical Name: methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside
• CAS No.: 134660-06-3
• Molecular Formula: C₁₄H₁₇BrO₄
• Molecular Weight: 329.191

Synonyms:methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside

Chemical Property of methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside

Chemical Property:

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Technology Process of methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside

There total 1 articles about methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside 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: 60.0%

methyl 2,3-dideoxy-5-O-(4-methylbenzoyl)-D-glycero-pentofuranoside (133635-44-6) → methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside (134660-06-3)

Guidance literature:

With bromine; calcium carbonate; In diethyl ether; for 1h; Heating;

DOI:10.1055/s-1991-26454

Reference yield: 68.0%

methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside (134660-06-3) + O,O'-bis-(trimethylsilyl)uracil (10457-14-4) → 1-<2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythro-pentofuranosyl>uracil (134660-08-5,134680-76-5)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 12h;

DOI:10.1055/s-1991-26454

Reference yield: 68.0%

methyl 2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythropentofuranoside (134660-06-3) + 5-fluoro-2,4-bis(trimethylsilyloxy)pyrimidine (17242-85-2) → 4-Methyl-benzoic acid (2S,4R)-4-bromo-5-(5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester (134660-09-6,134660-41-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; for 4h;

DOI:10.1055/s-1991-26454

upstream raw materials:

methyl 2,3-dideoxy-5-O-(4-methylbenzoyl)-D-glycero-pentofuranoside

Downstream raw materials:

methyl 2,3-dideoxy-5-O-(4-methylbenzoyl)-D-glycero-pent-2-enofuranoside

1-<2-bromo-2,3-dideoxy-5-O-(4-methylbenzoyl)-D-erythro-pentofuranosyl>uracil

4-Methyl-benzoic acid (2S,4R)-4-bromo-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

4-Methyl-benzoic acid (2S,4R)-4-bromo-5-(5-fluoro-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester

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