(1R*,2R*,5R*)-(7-OXO-6-OXA-BICYCLO[3.2.1]OCT-2-YL)-CARBAMIC ACID BENZYL ESTER

Base Information

• Chemical Name: (1R*,2R*,5R*)-(7-OXO-6-OXA-BICYCLO[3.2.1]OCT-2-YL)-CARBAMIC ACID BENZYL ESTER
• CAS No.: 935470-08-9
• Molecular Formula: C₁₅H₁₇NO₄
• Molecular Weight: 275.304
• Mol file: 935470-08-9.mol

Synonyms:(1R*,2R*,5R*)-(7-OXO-6-OXA-BICYCLO[3.2.1]OCT-2-YL)-CARBAMIC ACID BENZYL ESTER

Chemical Property of (1R*,2R*,5R*)-(7-OXO-6-OXA-BICYCLO[3.2.1]OCT-2-YL)-CARBAMIC ACID BENZYL ESTER

Chemical Property:

• Vapor Pressure: 3.53E-10mmHg at 25°C
• Boiling Point: 501.2°C at 760 mmHg
• Flash Point: 256.9°C
• PSA: 64.63000
• Density: 1.27g/cm³
• LogP: 2.39780

Purity/Quality:

99% ^*data from raw suppliers

(1R,2R,5R)-(7-OXO-6-OXA-BICYCLO(3.2.1)OCT-2-YL)-CARBAMIC ACID BENZYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R*,2R*,5R*)-(7-OXO-6-OXA-BICYCLO[3.2.1]OCT-2-YL)-CARBAMIC ACID BENZYL ESTER

There total 7 articles about (1R*,2R*,5R*)-(7-OXO-6-OXA-BICYCLO[3.2.1]OCT-2-YL)-CARBAMIC ACID BENZYL 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: 87.0%

((1S,2R,4R,5R)-4-Iodo-7-oxo-6-oxa-bicyclo[3.2.1]oct-2-yl)-carbamic acid benzyl ester → ((1S,2R,5S)-7-Oxo-6-oxa-bicyclo[3.2.1]oct-2-yl)-carbamic acid benzyl ester (935470-08-9,99929-67-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene;

DOI:10.1021/ja00103a061

Reference yield:

1-methyl hydrogen 1,2-cis-1,2-cyclohex-4-ene dicarboxylate (93603-11-3) → ((1S,2R,5S)-7-Oxo-6-oxa-bicyclo[3.2.1]oct-2-yl)-carbamic acid benzyl ester (935470-08-9,99929-67-6)

Guidance literature:

Multi-step reaction with 7 steps

1: Et₃N / acetone / 0 °C

2: NaN₃ / acetone

3: benzene / Heating

4: p-TsOH / benzene / Heating

5: aq. NaOH / methanol

6: I₂, KI, NaHCO₃ / H₂O; CH₂Cl₂

7: 87 percent / Bu₃SnH, AIBN / benzene

With sodium hydroxide; sodium azide; 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; potassium iodide; In methanol; dichloromethane; water; acetone; benzene;

DOI:10.1021/ja00103a061

Reference yield:

(1R,6S)-6-Benzyloxycarbonylamino-cyclohex-3-enecarboxylic acid (102508-02-1,124753-65-7,129313-92-4) → ((1S,2R,5S)-7-Oxo-6-oxa-bicyclo[3.2.1]oct-2-yl)-carbamic acid benzyl ester (935470-08-9,99929-67-6)

Guidance literature:

Multi-step reaction with 2 steps

1: I₂, KI, NaHCO₃ / H₂O; CH₂Cl₂

2: 87 percent / Bu₃SnH, AIBN / benzene

With 2,2'-azobis(isobutyronitrile); iodine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; potassium iodide; In dichloromethane; water; benzene;

DOI:10.1021/ja00103a061

upstream raw materials:

1-methyl hydrogen 1,2-cis-1,2-cyclohex-4-ene dicarboxylate

(1R,6S)-6-Benzyloxycarbonylamino-cyclohex-3-enecarboxylic acid methyl ester

(1R,6S)-6-Benzyloxycarbonylamino-cyclohex-3-enecarboxylic acid