3-Oxa-7-azabicyclo[4.1.0]heptane, 7-acetyl-4-methoxy-, [1R-(1alpha,4alpha,6alpha)]- (9CI)

Base Information

• Chemical Name: 3-Oxa-7-azabicyclo[4.1.0]heptane, 7-acetyl-4-methoxy-, [1R-(1alpha,4alpha,6alpha)]- (9CI)
• CAS No.: 197715-54-1
• Molecular Formula: C₈H₁₃NO₃
• Molecular Weight: 171.196
• Mol file: 197715-54-1.mol

Synonyms:3-Oxa-7-azabicyclo[4.1.0]heptane,7-acetyl-4-methoxy-, [1R-(1a,4a,6a)]- (9CI)

Chemical Property of 3-Oxa-7-azabicyclo[4.1.0]heptane, 7-acetyl-4-methoxy-, [1R-(1alpha,4alpha,6alpha)]- (9CI)

Chemical Property:

• PSA: 38.54000
• LogP: -0.08360

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Oxa-7-azabicyclo[4.1.0]heptane, 7-acetyl-4-methoxy-, [1R-(1alpha,4alpha,6alpha)]- (9CI)

There total 4 articles about 3-Oxa-7-azabicyclo[4.1.0]heptane, 7-acetyl-4-methoxy-, [1R-(1alpha,4alpha,6alpha)]- (9CI) 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: 96.0%

acetic anhydride (108-24-7) + (1R,4S,6R)-4-methoxy-3-oxa-7-azabicyclo[4.1.0]heptane (197715-53-0) → (1R,4S,6R)-4-methoxy-7-acetyl-3-oxa-7-azabicyclo[4.1.0]heptane (197715-54-1)

Guidance literature:

With potassium carbonate; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00921-6

Reference yield:

methyl 2-deoxy-α-D-erythro-pentopyranoside (6160-56-1) → (1R,4S,6R)-4-methoxy-7-acetyl-3-oxa-7-azabicyclo[4.1.0]heptane (197715-54-1)

Guidance literature:

Multi-step reaction with 2 steps

2: 96 percent / K₂CO₃ / CH₂Cl₂ / 3 h / Ambient temperature

With potassium carbonate; In dichloromethane;

DOI:10.1016/S0040-4020(97)00921-6

Reference yield:

(3aR,6S,7aS)-6-Methoxy-tetrahydro-[1,3,2]dioxathiolo[4,5-c]pyran 2-oxide → (1R,4S,6R)-4-methoxy-7-acetyl-3-oxa-7-azabicyclo[4.1.0]heptane (197715-54-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / NaIO₄, RuCl₃ / CH₂Cl₂; acetonitrile; H₂O / 1 h / Ambient temperature

2: 1.) LiN₃, 2.) LiAlH₄ / 1.) THF, reflux, 12 h, 2.) THF, reflux, 8 h

3: 96 percent / K₂CO₃ / CH₂Cl₂ / 3 h / Ambient temperature

With ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; lithium azide; potassium carbonate; In dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4020(97)00921-6

upstream raw materials:

acetic anhydride

(1R,4S,6R)-4-methoxy-3-oxa-7-azabicyclo[4.1.0]heptane

methyl 2-deoxy-α-D-erythro-pentopyranoside

(3aR,6S,7aS)-6-Methoxy-tetrahydro-[1,3,2]dioxathiolo[4,5-c]pyran 2,2-dioxide

Refernces