(S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol

Base Information

• Chemical Name: (S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol
• CAS No.: 1053640-10-0
• Molecular Formula: C₂₁H₃₂O₄S₂
• Molecular Weight: 412.615
• Mol file: 1053640-10-0.mol

Synonyms:(S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol

Chemical Property of (S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol

There total 1 articles about (S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol 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:

2-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-1,3-dithiane (120409-53-2) + (S)-(2-phenylmethoxyethyl)oxirane (85960-55-0) → (S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol (1053640-10-0)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -30 deg C, 2 h, 2.) THF, hexane, -20 deg C, 42 h;

DOI:10.1248/cpb.40.1934

Reference yield: 89.0%

(S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol (1053640-10-0) → (2S,6S)-8-(O-benzyl)-1,2-(O-isopropylidene)octan-4-oxo-1,2,6,8-tetrol (145014-00-2)

Guidance literature:

With calcium carbonate; methyl iodide; In water; acetonitrile; for 23h; Ambient temperature;

DOI:10.1248/cpb.40.1934

Reference yield:

(S)-4-Benzyloxy-1-[2-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-[1,3]dithian-2-yl]-butan-2-ol (1053640-10-0) → (2S,4S,6S)-1,2,4,6-tetrabenzyloxy-8-octanol (139975-64-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 89 percent / MeI, CaCO₃ / acetonitrile; H₂O / 23 h / Ambient temperature

2: 90 percent / NaBH₄, Et₂BOMe / tetrahydrofuran; methanol / 2 h / -78 °C

3: 5percent HCl / methanol / 16 h / Ambient temperature

4: pyridine / 3 h / Ambient temperature

5: H₂ / Pd(OH)2-C / ethyl acetate / 16 h

With pyridine; hydrogenchloride; sodium tetrahydroborate; diethyl methoxy borane; hydrogen; calcium carbonate; methyl iodide; palladium hydroxide - carbon; In tetrahydrofuran; methanol; water; ethyl acetate; acetonitrile;

DOI:10.1248/cpb.40.1934

upstream raw materials:

2-((2S)-2,3-O-isopropylidene-2,3-dihydroxypropyl)-1,3-dithiane

(S)-(2-phenylmethoxyethyl)oxirane

Downstream raw materials:

(2S,6S)-8-(O-benzyl)-1,2-(O-isopropylidene)octan-4-oxo-1,2,6,8-tetrol

C₄₃H₄₀O₉

C₄₃H₄₀O₉

(2S,4S,6S)-8-Benzyloxy-octane-1,2,4,6-tetraol