(3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate

Base Information

• Chemical Name: (3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate
• CAS No.: 1263048-45-8
• Molecular Formula: C₂₇H₃₃NO₄
• Molecular Weight: 435.563
• Mol file: 1263048-45-8.mol

Synonyms:(3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate

Chemical Property of (3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate

There total 5 articles about (3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate 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: 49.0%

1-iodo-4-pentene (7766-48-5) + (3S,5S,6R)-4-(tert-butyloxycarbonyl)-5,6-diphenyl-3-methyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one (123098-55-5) → (3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate (1263048-45-8)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -40 ℃; for 1h;

DOI:10.1039/c3cc45231j

Reference yield:

(1R,2S)-2-Amino-1,2-diphenylethanol (23190-16-1) → (3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate (1263048-45-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / tetrahydrofuran / 18 h / 20 °C

2.1: toluene / 13 h / 110 °C

2.2: 1 h / 110 °C

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.58 h / -78 °C

3.2: 1.5 h / -78 °C

4.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -40 °C

With sodium hexamethyldisilazane; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; toluene;

DOI:10.1039/c3cc45231j

Reference yield:

2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetic acid ethyl ester (100678-82-8) → (3S,5S,6R)-tert-butyl 3-methyl-2-oxo-3-(pent-4-enyl)-5,6-diphenylmorpholine-4-carboxylate (1263048-45-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: toluene / 13 h / 110 °C

1.2: 1 h / 110 °C

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.58 h / -78 °C

2.2: 1.5 h / -78 °C

3.1: potassium hexamethylsilazane / tetrahydrofuran / 1 h / -40 °C

With sodium hexamethyldisilazane; potassium hexamethylsilazane; In tetrahydrofuran; toluene;

DOI:10.1039/c3cc45231j

upstream raw materials:

(1R,2S)-2-Amino-1,2-diphenylethanol

2-((1S,2R)-2-hydroxy-1,2-diphenylethylamino)acetic acid ethyl ester

tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate

1-iodo-4-pentene

Downstream raw materials:

(S)-2-(tert-butoxycarbonyl)amino-2-methylhept-6-enoic acid

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-2-methylhept-6-enoic acid