(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal

Base Information

• Chemical Name: (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal
• CAS No.: 1235570-41-8
• Molecular Formula: C₃₁H₄₄O₆S₂
• Molecular Weight: 576.819

Synonyms:(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal

Chemical Property of (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal

Chemical Property:

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Technology Process of (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal

There total 13 articles about (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal 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: 86.0%

(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)butan-1-ol (1235570-40-7) → (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal (1235570-41-8)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; Molecular sieve;

DOI:10.1039/c0cc00056f

Reference yield:

(2S,3S)-5-(4-methoxybenzyloxy)-3-methylpentane-1,2-diol (1029083-72-4) → (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal (1235570-41-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium periodate / tetrahydrofuran; water / 20 °C

2.1: cobalt(II) chloride hexahydrate / acetonitrile / 2 h / 20 °C

3.1: dimethylsulfide; boron trifluoride diethyl etherate / dichloromethane / 0.33 h / 20 °C

4.1: dmap; triethylamine / dichloromethane / 2.5 h / 20 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 0.08 h / 20 °C / Inert atmosphere

5.2: 0.17 h / 20 °C / Inert atmosphere

6.1: potassium hydride / tetrahydrofuran; mineral oil / 5 h / Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

8.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.33 h / 20 °C / Molecular sieve

With dmap; sodium periodate; n-butyllithium; tetrapropylammonium perruthennate; cobalt(II) chloride hexahydrate; dimethylsulfide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; potassium hydride; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; acetonitrile; mineral oil;

DOI:10.1021/jo201729t

Reference yield:

(S)-1-(tert-butyldimethylsilyloxy)-3-(2-((2'S,3'S)-3'-(ethoxymethoxy)-2'-hydroxy-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butane (1235570-39-4) → (S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butanal (1235570-41-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydride / tetrahydrofuran; mineral oil / 5 h / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / dichloromethane / 0.33 h / 20 °C / Molecular sieve

With tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; potassium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; mineral oil;

DOI:10.1021/jo201729t

upstream raw materials:

(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)butan-1-ol

(2S,3S)-5-(4-methoxybenzyloxy)-3-methylpentane-1,2-diol

(S)-1-(tert-butyldimethylsilyloxy)-3-(2-((2'S,3'S)-3'-(ethoxymethoxy)-2'-hydroxy-5'-(4-methoxybenzyloxy)pentane-1'-yl)-1,3-dithian-2-yl)butane

(S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)pentan-1'-yl)-1,3-dithian-2-yl)-1-(tert-butyldimethylsilyloxy)butane

Downstream raw materials:

(1R,3S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)-pentan-1'-yl)-1,3-dithian-2-yl)-1-(2-((2''S,4''S)-5''-(tert-butyldiphenylsilyloxy)-4''-(ethoxymethoxy)-2''-methoxypentan-1''-yl)-1,3-dithian-2-yl)butan-1-ol

(1S,2S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)-pentan-1'-yl)-1,3-dithian-2-yl)-1-(2-((2''S,4''S)-5''-(tert-butyldiphenylsilyloxy)-4''-(ethoxymethoxy)-2''-methoxypentan-1''-yl)-1,3-dithian-2-yl)butan-1-ol

(2S,3S,5R,7S,9S,11S,13S,15S)-3-(benzyloxy)-9-((tert-butyldiphenylsilyloxy)methyl)-2-(1'-(4-methoxybenzyloxy)ethan-2'-yl)-13-hydroxy-11-methoxy-15-methyl-1,6,8-trioxadispiro[4.1.5.3]pentadecane

(1R,3S)-3-(2-((2'S,3'S)-2'-(benzyloxy)-3'-(ethoxymethoxy)-5'-(4-methoxybenzyloxy)-pentan-1'-yl)-1,3-dithian-2-yl)-1-(2-((2''S,4''S)-5''-(tert-butyldiphenylsilyloxy)-4''-(ethoxymethoxy)-2''-methoxypentan-1''-yl)-1,3-dithian-2-yl)-1-methoxybutane

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