(1R,2R)-2-[(cyclohex-1-enyl)oxy]-3-methoxy-1-(methoxymethyl)propyl azidoformate

Base Information

• Chemical Name: (1R,2R)-2-[(cyclohex-1-enyl)oxy]-3-methoxy-1-(methoxymethyl)propyl azidoformate
• CAS No.: 256433-54-2
• Molecular Formula: C₁₃H₂₁N₃O₅
• Molecular Weight: 299.327
• Mol file: 256433-54-2.mol

Synonyms:

Chemical Property of (1R,2R)-2-[(cyclohex-1-enyl)oxy]-3-methoxy-1-(methoxymethyl)propyl azidoformate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R)-2-[(cyclohex-1-enyl)oxy]-3-methoxy-1-(methoxymethyl)propyl azidoformate

There total 4 articles about (1R,2R)-2-[(cyclohex-1-enyl)oxy]-3-methoxy-1-(methoxymethyl)propyl azidoformate 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:

C13H21ClO5 → (1R,2R)-2-[(cyclohex-1-enyl)oxy]-3-methoxy-1-(methoxymethyl)propyl azidoformate (256433-54-2)

Guidance literature:

With sodium azide; In dichloromethane; water; at 0 ℃; for 1h;

DOI:10.1002/(sici)1099-0690(199911)1999:11<2709::aid-ejoc2709>3.0.co;2-h

Reference yield:

[(1R,2R)-2-(Cyclohex-1-enyloxy)-3-methoxy-1-methoxymethyl-propoxy]-trimethyl-silane (136413-69-9) → (1R,2R)-2-[(cyclohex-1-enyl)oxy]-3-methoxy-1-(methoxymethyl)propyl azidoformate (256433-54-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Bu₄NF / tetrahydrofuran; CH₂Cl₂ / 1 h

2: Bu₃N / CH₂Cl₂ / 1 h / 0 °C

3: NaN₃ / H₂O; CH₂Cl₂ / 1 h / 0 °C

With sodium azide; tributyl-amine; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; water; 1: Desilylation / 2: Formylation / 3: Substitution;

DOI:10.1002/(sici)1099-0690(199911)1999:11<2709::aid-ejoc2709>3.0.co;2-h

Reference yield:

(2R,3R)-2,3-Bis-methoxymethyl-1,4-dioxa-spiro[4.5]decane (136413-66-6) → (1R,2R)-2-[(cyclohex-1-enyl)oxy]-3-methoxy-1-(methoxymethyl)propyl azidoformate (256433-54-2)

Guidance literature:

Multi-step reaction with 4 steps

1: N,N-diisopropylethylamine / CH₂Cl₂ / 20 °C

2: Bu₄NF / tetrahydrofuran; CH₂Cl₂ / 1 h

3: Bu₃N / CH₂Cl₂ / 1 h / 0 °C

4: NaN₃ / H₂O; CH₂Cl₂ / 1 h / 0 °C

With sodium azide; tributyl-amine; tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; 1: Ring cleavage / 2: Desilylation / 3: Formylation / 4: Substitution;

DOI:10.1002/(sici)1099-0690(199911)1999:11<2709::aid-ejoc2709>3.0.co;2-h

upstream raw materials:

(2R,3R)-2,3-Bis-methoxymethyl-1,4-dioxa-spiro[4.5]decane

[(1R,2R)-2-(Cyclohex-1-enyloxy)-3-methoxy-1-methoxymethyl-propoxy]-trimethyl-silane

(2R,3R)-3-[(cyclohex-1-enyl)oxy]-1,4-dimethoxybutan-2-ol

Refernces