(22R)-5β,6β-Epoxy-4β,15β,22,27-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone

Base Information

• Chemical Name: (22R)-5β,6β-Epoxy-4β,15β,22,27-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone
• CAS No.: 84461-53-0
• Molecular Formula: C₂₈H₃₈O₇
• Molecular Weight: 486.606
• Mol file: 84461-53-0.mol

Synonyms:(22R)-5β,6β-Epoxy-4β,15β,22,27-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone;15β-Hydroxywithaferin A

Chemical Property of (22R)-5β,6β-Epoxy-4β,15β,22,27-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone

Chemical Property:

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Technology Process of (22R)-5β,6β-Epoxy-4β,15β,22,27-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone

There total 6 articles about (22R)-5β,6β-Epoxy-4β,15β,22,27-tetrahydroxy-1-oxo-5β-ergosta-2,24-dien-26-oic acid δ-lactone 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: 99.0%

(22R)-4β,5β,15β,27-tetrahydroxy-6α-iodo-1-oxowitha-2,24-dienolide → 15β-hydroxywithaferin A (84461-53-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 25 ℃; for 120h;

DOI:10.1021/acs.jnatprod.7b00918

Reference yield: 32.0%

withaferin-A (5119-48-2) → 12β-hydroxywithaferin A (84461-54-1) + 15β-hydroxywithaferin A (84461-53-0)

Guidance literature:

With dipotassium hydrogenphosphate; D-glucose; sodium chloride; In water; N,N-dimethyl-formamide; for 120h; Cunninghamella elegans (NRRL 1393), yeast, soybean meal;

DOI:10.1016/0039-128X(82)90030-7

Reference yield: 3.0%

(22R)-4β,5β,27-trihydroxy-6α-iodo-1-oxowitha-2,24-dienolide → (22R)-4β,5β,16β,27-tetrahydroxy-6α-iodo-1-oxowitha-2,24-dienolide + (22R)-4β,5β,15β,27-tetrahydroxy-6α-iodo-1-oxowitha-2,24-dienolide + 16β-hydroxywithaferin A + 15β-hydroxywithaferin A (84461-53-0)

Guidance literature:

With mycelium from Cunninghamella echinulata (ATCC 10028B); In water; N,N-dimethyl-formamide; at 28 ℃; for 72h; Enzymatic reaction;

DOI:10.1021/acs.jnatprod.7b00918

upstream raw materials:

withaferin-A

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