((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide

Base Information

• Chemical Name: ((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide
• CAS No.: 79386-69-9
• Molecular Formula: Br*C₄₀H₅₃BrO₅P
• Molecular Weight: 804.64
• Mol file: 79386-69-9.mol

Synonyms:((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide

Chemical Property of ((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide

There total 3 articles about ((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide 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: 100.0%

(4S,5R,6S)-4-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-6-((E)-(S)-4-bromo-1-methyl-but-2-enyl)-2,2,5-trimethyl-[1,3]dioxane (79499-22-2) + triphenylphosphine (603-35-0) → ((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide (79386-69-9)

Guidance literature:

In benzene; at 55 ℃; for 120h;

DOI:10.1246/bcsj.54.1743

Reference yield:

(E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-en-1-ol (79386-65-5) → ((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide (79386-69-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃N, LiBr, mesyl chloride / CH₂Cl₂ / 13 h / 0 - 20 °C

2: 100 percent / benzene / 120 h / 55 °C

With methanesulfonyl chloride; triethylamine; lithium bromide; In dichloromethane; benzene;

DOI:10.1246/bcsj.54.1743

Reference yield:

(E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid methyl ester (79386-63-3) → ((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide (79386-69-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / DIBAL / toluene; hexane / 0.5 h / -75 °C

2: 90 percent / Et₃N, LiBr, mesyl chloride / CH₂Cl₂ / 13 h / 0 - 20 °C

3: 100 percent / benzene / 120 h / 55 °C

With diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; lithium bromide; In hexane; dichloromethane; toluene; benzene;

DOI:10.1246/bcsj.54.1743

upstream raw materials:

(4S,5R,6S)-4-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-6-((E)-(S)-4-bromo-1-methyl-but-2-enyl)-2,2,5-trimethyl-[1,3]dioxane

triphenylphosphine

(E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-en-1-ol

(E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2S,3S,4R,5R,6R)-5-Bromo-4,6-dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enoic acid methyl ester

Downstream raw materials:

((E)-(S)-4-{(4S,5R,6S)-6-[(S)-1-((2R,3R,4S,6R)-4,6-Dimethoxy-3-methyl-tetrahydro-pyran-2-yl)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-2-enyl)-triphenyl-phosphonium; bromide