(R)-2-amino-3-benzyloxypropyl phenyl sulfone

Base Information

• Chemical Name: (R)-2-amino-3-benzyloxypropyl phenyl sulfone
• CAS No.: 220047-55-2
• Molecular Formula: C₁₆H₁₉NO₃S
• Molecular Weight: 305.398
• Mol file: 220047-55-2.mol

Synonyms:(R)-2-amino-3-benzyloxypropyl phenyl sulfone

Chemical Property of (R)-2-amino-3-benzyloxypropyl phenyl sulfone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-amino-3-benzyloxypropyl phenyl sulfone

There total 3 articles about (R)-2-amino-3-benzyloxypropyl phenyl sulfone 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%

(R)-3-benzyloxy-2-(tert-butoxycarbonylamino)propyl phenyl sulfone (175229-12-6) → (R)-2-amino-3-benzyloxypropyl phenyl sulfone (220047-55-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00989-2

Reference yield:

1-[(E)-3-(benzyloxy)prop-1-enylsulfonyl]benzene (121911-32-8) → (R)-2-amino-3-benzyloxypropyl phenyl sulfone (220047-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Yb(OTf)3 / tetrahydrofuran / 72 h / Heating

2: BH₃*THF / tetrahydrofuran / 5 h / Heating

With borane-THF; ytterbium(III) triflate; In tetrahydrofuran; 1: aza-Michael addition / 2: Reduction;

DOI:10.1002/(sici)1099-0690(200003)2000:6<879::aid-ejoc879>3.0.co;2-e

Reference yield:

(2R,2'S)-3-benzyloxy-2-[(2'-(methoxymethyl)pyrrolidin-1'-yl)amino]propyl phenyl sulfone (218933-98-3) → (R)-2-amino-3-benzyloxypropyl phenyl sulfone (220047-55-2)

Guidance literature:

With borane-THF; In tetrahydrofuran; for 5h; Heating;

DOI:10.1055/s-1998-5742 DOI:10.1055/s-1999-972952

upstream raw materials:

(R)-3-benzyloxy-2-(tert-butoxycarbonylamino)propyl phenyl sulfone

(2R,2'S)-3-benzyloxy-2-[(2'-(methoxymethyl)pyrrolidin-1'-yl)amino]propyl phenyl sulfone

1-[(E)-3-(benzyloxy)prop-1-enylsulfonyl]benzene

Downstream raw materials:

(R)-3-benzyloxy-2-(tert-butoxycarbonylamino)propyl phenyl sulfone

(2S,4R)-1-tert-butoxycarbonyl-2-benzyloxymethyl-4-cyanomethylpyrrolidine

(2S,4R)-2-Benzyloxymethyl-4-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

(S)-3-((R)-2-Benzenesulfonyl-1-benzyloxymethyl-ethylamino)-propane-1,2-diol