rifamycin S-O₂₁,O₂₃ acetonide

Base Information

• Chemical Name: rifamycin S-O₂₁,O₂₃ acetonide
• CAS No.: 51757-14-3
• Molecular Formula: C₄₀H₄₉NO₁₂
• Molecular Weight: 735.829
• Mol file: 51757-14-3.mol

Synonyms:rifamycin S-O₂₁,O₂₃ acetonide

Chemical Property of rifamycin S-O₂₁,O₂₃ acetonide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rifamycin S-O₂₁,O₂₃ acetonide

There total 1 articles about rifamycin S-O₂₁,O₂₃ acetonide 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:

rifamycin S (62623-68-1,76188-88-0,81203-58-9,101978-28-3,13553-79-2) + acetone (67-64-1) → Desacetyl-rifamycin S (17555-51-0,86851-41-4,96789-07-0) + O21,O23-isopropylidene-O25-deacetyl-O1,O4-didehydro-rifamycin (51757-15-4) + O21,O23-isopropylidene-O1,O4-didehydro-rifamycin (51757-14-3)

Guidance literature:

rifamycin S; acetone; With dimethoxypropane; sulfuric acid; sodium carbonate; at 20 ℃; for 0.833333h;

With sodium hydroxide; In methanol; at 20 ℃; for 18h;

With citric acid; pH=4;

Reference yield: 95.0%

rifamycin S-O21,O23 acetonide (51757-14-3) → (+/-)-rifamycin S (13553-79-2,62623-68-1,76188-88-0,81203-58-9,101978-28-3)

Guidance literature:

With perchloric acid; In tetrahydrofuran; water; at 23 ℃; for 4h;

DOI:10.1016/S0040-4039(00)71481-X

Reference yield:

rifamycin S-O21,O23 acetonide (51757-14-3) → C47H55NO14 (77075-68-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / sodium hydroxide / 8 h / 0 °C

2: sodium ascorbate / 1,2-dimethoxy-ethane; H₂O / 23 °C

3: lithium hydroxide / 1,2-dimethoxy-ethane; H₂O / 32 h / 23 °C

4: aq. potassium ferricyanide / ethyl acetate

5: 2.) sodium hydroxide / 1.) pyridine, methylene chloride, ethylacetate, 23 deg C, 48 h 2.) water, THF, 23 deg C, 15 min

6: 97 percent

With lithium hydroxide; sodium hydroxide; sodium L-ascorbate; potassium hexacyanoferrate(III); In 1,2-dimethoxyethane; water; ethyl acetate;

DOI:10.1016/S0040-4039(00)71481-X

upstream raw materials:

rifamycin S

acetone

Downstream raw materials:

(+/-)-rifamycin S

C₄₇H₅₅NO₁₄

O²¹,O²³-isopropylidene-25-oxo-25-deacetoxy-O¹,O⁴-didehydro-rifamycin