(9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-ylcarbamate

Base Information

• Chemical Name: (9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-ylcarbamate
• CAS No.: 1327157-23-2
• Molecular Formula: C₂₅H₂₂N₂O₂S
• Molecular Weight: 414.528
• Mol file: 1327157-23-2.mol

Synonyms:(9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-ylcarbamate

Chemical Property of (9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-ylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-ylcarbamate

There total 2 articles about (9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-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: 94.0%

potassium thioacyanate (333-20-0) + (S)-2-(N-fluorenylmethoxycarbonylamino)-3-phenyl-iodopropane (161529-17-5) → (9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-ylcarbamate (1327157-23-2)

Guidance literature:

With tetrabutylammomium bromide; In tetrahydrofuran; for 3h; Reflux;

DOI:10.1055/s-0030-1259972

Reference yield:

(9-fluorenylmethoxycarbonyl)-L-phenylalaninol (129397-83-7) → (9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-ylcarbamate (1327157-23-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole; iodine; triphenylphosphine

2: tetrabutylammomium bromide / tetrahydrofuran / 3 h / Reflux

With 1H-imidazole; tetrabutylammomium bromide; iodine; triphenylphosphine; In tetrahydrofuran; 1: Mitsunobu reaction;

DOI:10.1055/s-0030-1259972

Reference yield: 88.0%

(9H-fluoren-9-yl)methyl (S)-3-phenyl-1-thiocyanatopropan-2-ylcarbamate (1327157-23-2) → (9H-fluoren-9-yl)methyl (S)-3-phenyl-1-(2H-tetrazol-5-ylthio)propan-2-ylcarbamate (1327157-40-3)

Guidance literature:

With sodium azide; zinc dibromide; In water; isopropyl alcohol; for 4.5h; Reflux;

DOI:10.1055/s-0030-1259972

upstream raw materials:

potassium thioacyanate

(S)-2-(N-fluorenylmethoxycarbonylamino)-3-phenyl-iodopropane

(9-fluorenylmethoxycarbonyl)-L-phenylalaninol

Downstream raw materials:

(9H-fluoren-9-yl)methyl (S)-3-phenyl-1-(2H-tetrazol-5-ylthio)propan-2-ylcarbamate