{(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine

Base Information

• Chemical Name: {(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine
• CAS No.: 142917-72-4
• Molecular Formula: C₂₁H₂₄BrNO₂
• Molecular Weight: 402.331

Synonyms:{(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine

Chemical Property of {(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine

Chemical Property:

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Technology Process of {(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine

There total 3 articles about {(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine 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:

(S)-1-phenyl-ethylamine (2627-86-3) → {(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine (142917-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / molecular sieves 4A / diethyl ether

2: 1) BF₃*Et₂O / 1) Et₂O, -78 deg C

With 4 A molecular sieve; boron trifluoride diethyl etherate; In diethyl ether;

DOI:10.1016/S0040-4039(00)92087-2

Reference yield:

(2S,3S)-3-(4-Bromo-benzyloxymethyl)-oxirane-2-carbaldehyde (141277-15-8,141277-16-9,143004-29-9) → {(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine (142917-72-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / molecular sieves 4A / diethyl ether

2: 1) BF₃*Et₂O / 1) Et₂O, -78 deg C

With 4 A molecular sieve; boron trifluoride diethyl etherate; In diethyl ether;

DOI:10.1016/S0040-4039(00)92087-2

Reference yield:

vinyl magnesium bromide (1826-67-1) + [1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-meth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine (142917-67-7,143004-30-2) → {(R)-1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-allyl}-((S)-1-phenyl-ethyl)-amine (142917-72-4)

Guidance literature:

With boron trifluoride diethyl etherate; Yield given. Multistep reaction; 1) Et₂O, -78 deg C;

DOI:10.1016/S0040-4039(00)92087-2

upstream raw materials:

vinyl magnesium bromide

[1-[(2R,3S)-3-(4-Bromo-benzyloxymethyl)-oxiranyl]-meth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine

(S)-1-phenyl-ethylamine

(2S,3S)-3-(4-Bromo-benzyloxymethyl)-oxirane-2-carbaldehyde

Downstream raw materials:

(4R,5R)-5-[(R)-1-Bromo-2-(4-bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

(4R,5R,6R)-6-(4-Bromo-benzyloxymethyl)-5-hydroxy-3-((S)-1-phenyl-ethyl)-4-vinyl-[1,3]oxazinan-2-one

(4R,5S)-5-[2-(4-Bromo-benzyloxy)-ethyl]-3-((S)-1-phenyl-ethyl)-4-vinyl-oxazolidin-2-one

(2R,3R,4R)-1-(4-Bromo-benzyloxy)-4-((S)-1-phenyl-ethylamino)-hex-5-ene-2,3-diol

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