(4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane

Base Information

• Chemical Name: (4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane
• CAS No.: 866931-79-5
• Molecular Formula: C₂₀H₃₀O₄S₃
• Molecular Weight: 430.654
• Mol file: 866931-79-5.mol

Synonyms:(4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane

Chemical Property of (4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane

There total 6 articles about (4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane 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:

Acetic acid (1R,2S,4R)-1-acetyl-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-5-oxo-pentyl ester (866932-01-6) → (4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane (866931-79-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 82 percent / KBH(OAc)3 / benzene / 20 °C

2: 78 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

3: 81 percent / I₂; imidazole; PPh₃ / toluene / 0 °C

4: 93 percent / dimethylformamide / 20 °C

5: KOH / H₂O; methanol / Heating

6: TsOH / 20 °C

With 1H-imidazole; potassium hydroxide; potassium triacetoxyborohydride; boron trifluoride diethyl etherate; iodine; toluene-4-sulfonic acid; triphenylphosphine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;

DOI:10.1016/j.tetlet.2005.07.167

Reference yield:

Acetic acid (1R,2S,4R)-1-acetyl-2-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4-methyl-pentyl ester (866932-02-7) → (4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane (866931-79-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

2: 81 percent / I₂; imidazole; PPh₃ / toluene / 0 °C

3: 93 percent / dimethylformamide / 20 °C

4: KOH / H₂O; methanol / Heating

5: TsOH / 20 °C

With 1H-imidazole; potassium hydroxide; boron trifluoride diethyl etherate; iodine; toluene-4-sulfonic acid; triphenylphosphine; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.tetlet.2005.07.167

Reference yield:

Acetic acid (1R,2S,4R)-2-(tert-butyl-diphenyl-silanyloxy)-5-iodo-4-methyl-1-(2-methyl-[1,3]dithian-2-yl)-pentyl ester (866932-05-0) → (4S,5R)-4-((R)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolane (866931-79-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / dimethylformamide / 20 °C

2: KOH / H₂O; methanol / Heating

3: TsOH / 20 °C

With potassium hydroxide; toluene-4-sulfonic acid; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.07.167

upstream raw materials:

(1R,2S,4R)-5-Benzenesulfonyl-4-methyl-1-(2-methyl-[1,3]dithian-2-yl)-pentane-1,2-diol

2,2-dimethoxy-propane

Acetic acid (1R,2S,4R)-1-acetyl-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-5-oxo-pentyl ester

Acetic acid (1R,2S,4R)-1-acetyl-2-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4-methyl-pentyl ester

Downstream raw materials:

(2R,6S,8S,9S,10S)-3-Benzenesulfonyl-8,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-1-[(4S,5R)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolan-4-yl]-2,6,10-trimethyl-undecan-4-one

(2R,6S,8S,9S,10S)-8,9-Bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-1-[(4S,5R)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolan-4-yl]-2,6,10-trimethyl-undecan-4-one

(2R,6R,8S,9S,10S)-3-Benzenesulfonyl-8,9-bis-(tert-butyl-dimethyl-silanyloxy)-11-(tert-butyl-diphenyl-silanyloxy)-1-[(4S,5R)-2,2-dimethyl-5-(2-methyl-[1,3]dithian-2-yl)-[1,3]dioxolan-4-yl]-2,6,10-trimethyl-undecan-4-ol