[2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

Base Information

• Chemical Name: [2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester
• CAS No.: 73541-99-8
• Molecular Formula: C₃₇H₅₆ClNO₉S₂
• Molecular Weight: 758.438
• Mol file: 73541-99-8.mol

Synonyms:[2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

Chemical Property of [2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

There total 2 articles about [2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester 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: 91.0%

[2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-hydroxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (73547-16-7,73609-93-5) + methyl iodide (74-88-4) → [2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (73541-99-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1021/ja00524a046

Reference yield:

[2-Chloro-5-((2E,4E)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-2-methyl-6-oxo-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester → [2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (73541-99-8)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium n-butylborohydride / toluene / 26 h / -78 °C

2: 91 percent / NaH / tetrahydrofuran / 0.25 h / 20 °C

With lithium [butyl(trihydrido)borate]; sodium hydride; In tetrahydrofuran; toluene;

DOI:10.1021/ja00524a046

Reference yield:

[2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-methoxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester (73541-99-8) → (2R,3S)-4-{2-[(2E,4E)-(R)-6-(4-Chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-3-(2-methoxy-ethoxymethoxy)-2-methyl-butyraldehyde (73542-00-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) lithium thiomethoxide, 2.) CH₃I, K₂CO₃ / 1.) DMF, 0 deg C, 40 h, 2.) acetone, 23 deg C

2: 87 percent / 0.3 M HClO₄ / acetonitrile; H₂O / 40 h / 0 °C

3: 95 percent / Pb(OAc)4, AcOK / acetonitrile / -25 °C

With lead(IV) acetate; perchloric acid; potassium acetate; lithium methanethiolate; potassium carbonate; methyl iodide; In water; acetonitrile;

DOI:10.1021/ja00524a046

upstream raw materials:

[2-Chloro-5-((2E,4E)-(R)-6-{2-[(2S,3R)-3-(S)-1,4-dioxa-spiro[4.4]non-2-yl-2-(2-methoxy-ethoxymethoxy)-butyl]-[1,3]dithian-2-yl}-6-hydroxy-2-methyl-hexa-2,4-dienyl)-3-methoxy-phenyl]-methyl-carbamic acid methyl ester

methyl iodide

Downstream raw materials:

(2R,3S)-4-{2-[(2E,4E)-(R)-6-(4-Chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-3-(2-methoxy-ethoxymethoxy)-2-methyl-butyraldehyde

(E)-(4S,5S)-6-{2-[(2E,4E)-(R)-6-(4-Chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-5-(2-methoxy-ethoxymethoxy)-2,4-dimethyl-hex-2-enal

(2E,4E)-(6S,7S)-8-{2-[(2E,4E)-(R)-6-(4-Chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-octa-2,4-dienoic acid

(2E,4E)-(6S,7S)-8-{2-[(2E,4E)-(R)-6-(4-Chloro-3-methoxy-5-methylamino-phenyl)-1-methoxy-5-methyl-hexa-2,4-dienyl]-[1,3]dithian-2-yl}-7-(2-methoxy-ethoxymethoxy)-4,6-dimethyl-octa-2,4-dienoic acid methyl ester