1³β,3³β-diaceetoxy-1²¹,3²¹-dihydroxy-1^23Ξ,3^23Ξ-bis-phenylsulfanyl-2,4-dioxa-1,3-di(12,21Ξ) (5β,20Ξ-cholana)-cyclobutaphane-1²⁴,3²⁴-dioic-dilactone

Base Information

• Chemical Name: 1³β,3³β-diaceetoxy-1²¹,3²¹-dihydroxy-1^23Ξ,3^23Ξ-bis-phenylsulfanyl-2,4-dioxa-1,3-di(12,21Ξ) (5β,20Ξ-cholana)-cyclobutaphane-1²⁴,3²⁴-dioic-dilactone
• CAS No.: 113504-21-5
• Molecular Formula: C₆₄H₈₄O₁₀S₂
• Molecular Weight: 1077.5

Synonyms:

Chemical Property of 1³β,3³β-diaceetoxy-1²¹,3²¹-dihydroxy-1^23Ξ,3^23Ξ-bis-phenylsulfanyl-2,4-dioxa-1,3-di(12,21Ξ) (5β,20Ξ-cholana)-cyclobutaphane-1²⁴,3²⁴-dioic-dilactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1³β,3³β-diaceetoxy-1²¹,3²¹-dihydroxy-1^23Ξ,3^23Ξ-bis-phenylsulfanyl-2,4-dioxa-1,3-di(12,21Ξ) (5β,20Ξ-cholana)-cyclobutaphane-1²⁴,3²⁴-dioic-dilactone

There total 3 articles about 1³β,3³β-diaceetoxy-1²¹,3²¹-dihydroxy-1^23Ξ,3^23Ξ-bis-phenylsulfanyl-2,4-dioxa-1,3-di(12,21Ξ) (5β,20Ξ-cholana)-cyclobutaphane-1²⁴,3²⁴-dioic-dilactone 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:

methyl (phenylsulfanyl)acetate (17277-58-6) → 13β,33β-diaceetoxy-121,321-dihydroxy-123Ξ,323Ξ-bis-phenylsulfanyl-2,4-dioxa-1,3-di(12,21Ξ) (5β,20Ξ-cholana)-cyclobutaphane-124,324-dioic-dilactone (113504-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / sodium methoxide / dimethylformamide / 0.33 h / 20 °C

2: 1.) NaHCO₃; 2.) p-toluenesulfonic acid / 1.) THF, methanol, water, 20 deg C, 30 min; 2.) benzene, reflux

With sodium methylate; sodium hydrogencarbonate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)86786-7

Reference yield:

3β-Acetoxy-12α-hydroxy-20-methylen-5β-pregnan-21-al (80680-81-5) → 13β,33β-diaceetoxy-121,321-dihydroxy-123Ξ,323Ξ-bis-phenylsulfanyl-2,4-dioxa-1,3-di(12,21Ξ) (5β,20Ξ-cholana)-cyclobutaphane-124,324-dioic-dilactone (113504-21-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / sodium methoxide / dimethylformamide / 0.33 h / 20 °C

2: 1.) NaHCO₃; 2.) p-toluenesulfonic acid / 1.) THF, methanol, water, 20 deg C, 30 min; 2.) benzene, reflux

With sodium methylate; sodium hydrogencarbonate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)86786-7

Reference yield:

methyl (23Ξ)-3β-acetoxy-12α-hydroxy-21-oxo-23-phenylsulfanyl-5β,20Ξ-cholan-24-oate (113504-14-6,113565-21-2,113775-25-0,114818-32-5) → 13β,33β-diaceetoxy-121,321-dihydroxy-123Ξ,323Ξ-bis-phenylsulfanyl-2,4-dioxa-1,3-di(12,21Ξ) (5β,20Ξ-cholana)-cyclobutaphane-124,324-dioic-dilactone (113504-21-5)

Guidance literature:

With sodium hydrogencarbonate; toluene-4-sulfonic acid; Multistep reaction; 1.) THF, methanol, water, 20 deg C, 30 min; 2.) benzene, reflux;

DOI:10.1016/S0040-4020(01)86786-7

upstream raw materials:

methyl (23Ξ)-3β-acetoxy-12α-hydroxy-21-oxo-23-phenylsulfanyl-5β,20Ξ-cholan-24-oate

methyl (phenylsulfanyl)acetate

3β-Acetoxy-12α-hydroxy-20-methylen-5β-pregnan-21-al

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