(S)-benzyl chroman-4-ylcarbamate

Base Information

• Chemical Name: (S)-benzyl chroman-4-ylcarbamate
• CAS No.: 1346229-02-4
• Molecular Formula: C₁₇H₁₇NO₃
• Molecular Weight: 283.327
• Mol file: 1346229-02-4.mol

Synonyms:

Chemical Property of (S)-benzyl chroman-4-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-benzyl chroman-4-ylcarbamate

There total 4 articles about (S)-benzyl chroman-4-ylcarbamate 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:

C17H16ClNO5S → (S)-benzyl chroman-4-ylcarbamate (1346229-02-4)

Guidance literature:

With water; sodium sulfite; In hexane; ethyl acetate; at 20 ℃; for 14h; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/jo201794k

Reference yield:

2,3-dihydro-4H-1-benzopyran-4-one (491-37-2) → (S)-benzyl chroman-4-ylcarbamate (1346229-02-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: borane N,N-diethylaniline complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 4 h / 25 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C / Inert atmosphere

2.2: 0 - 20 °C / Inert atmosphere

3.1: sodium carbonate / hexane / 0.33 h / -40 °C / Inert atmosphere

3.2: 10 h / -40 °C / Inert atmosphere

4.1: water; sodium sulfite / hexane; ethyl acetate / 14 h / 20 °C / Inert atmosphere

With borane N,N-diethylaniline complex; water; sodium hydride; sodium carbonate; sodium sulfite; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; hexane; ethyl acetate; N,N-dimethyl-formamide; toluene; mineral oil;

DOI:10.1021/jo201794k

Reference yield:

(S)-4-(benzyloxy)chroman (1346228-94-1) → (S)-benzyl chroman-4-ylcarbamate (1346229-02-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium carbonate / hexane / 0.33 h / -40 °C / Inert atmosphere

1.2: 10 h / -40 °C / Inert atmosphere

2.1: water; sodium sulfite / hexane; ethyl acetate / 14 h / 20 °C / Inert atmosphere

With water; sodium carbonate; sodium sulfite; In hexane; ethyl acetate;

DOI:10.1021/jo201794k

upstream raw materials:

2,3-dihydro-4H-1-benzopyran-4-one

(S)-4-(benzyloxy)chroman

(S)-chroman-4-ol