[(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol

Base Information

• Chemical Name: [(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol
• CAS No.: 108469-98-3
• Molecular Formula: C₁₈H₂₈O₅
• Molecular Weight: 324.417
• Mol file: 108469-98-3.mol

Synonyms:[(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol

Chemical Property of [(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol

There total 4 articles about [(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol 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: 90.0%

(E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-en-1-ol (108469-97-2) → [(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol (108469-98-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -35 - 20 ℃; for 25h;

DOI:10.1016/S0040-4039(00)84870-4

Reference yield:

(E)-(4R,5R)-4-Benzyloxy-5-hydroxy-2,4-dimethyl-hept-2-enoic acid methyl ester (108469-96-1) → [(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol (108469-98-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / P₂O₅ / CHCl₃ / 0.5 h / Ambient temperature

2: 100 percent / DIBAL-H / tetrahydrofuran / 1.5 h / -78 °C

3: 90 percent / mCPBA / CH₂Cl₂ / - 30 deg C, 7 h, - 20 deg C, 18 h,

With phosphorus pentoxide; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; chloroform;

DOI:10.1016/S0040-4020(01)89819-7

Reference yield:

(E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester (120594-96-9) → [(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-methanol (108469-98-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / DIBAL-H / tetrahydrofuran / 1.5 h / -78 °C

2: 90 percent / mCPBA / CH₂Cl₂ / - 30 deg C, 7 h, - 20 deg C, 18 h,

With diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)89819-7

upstream raw materials:

(E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-en-1-ol

(E)-(4R,5R)-4-Benzyloxy-5-hydroxy-2,4-dimethyl-hept-2-enoic acid methyl ester

(E)-(4R,5R)-4-Benzyloxy-5-methoxymethoxy-2,4-dimethyl-hept-2-enoic acid methyl ester

(E)-(4R,5R)-4-Benzyloxy-5-formyloxy-2,4-dimethyl-hept-2-enoic acid methyl ester

Downstream raw materials:

(E)-3-[(2R,3S)-3-((1S,2R)-1-Benzyloxy-2-methoxymethoxy-1-methyl-butyl)-2-methyl-oxiranyl]-acrylic acid ethyl ester

(E)-3-((2S,3S,4R,5R)-4-Benzyloxy-5-ethyl-3-hydroxy-2,4-dimethyl-tetrahydro-furan-2-yl)-acrylic acid ethyl ester

Acetic acid (2S,3S,4S,5R)-4-benzyloxy-5-ethyl-2-((E)-3-hydroxy-propenyl)-2,4-dimethyl-tetrahydro-furan-3-yl ester

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