(S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester

Base Information

Chemical Name:(S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester
CAS No.:204458-92-4
Molecular Formula:C₅₂H₅₃NO₉
Molecular Weight:835.994
Hs Code.:

(S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester

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Chemical Property of (S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester

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Technology Process of (S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester

There total 7 articles about (S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester 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:

: 100-39-0
benzyl bromide

: 204458-92-4
(S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NaH, TBAI / tetrahydrofuran

2: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, MeOH

3: CrO₃, H₂SO₄ / acetone

4: EDC, NMM / CH₂Cl₂

With 4-methyl-morpholine; chromium(VI) oxide; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1016/S0040-4039(96)02124-7

Reference yield:

: 120520-79-8
2-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)ethyl aldehyde

: 204458-92-4
(S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: CrO₃, H₂SO₄ / acetone

2: EDC, NMM / CH₂Cl₂

With 4-methyl-morpholine; chromium(VI) oxide; sulfuric acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; acetone;
DOI:10.1016/S0040-4039(96)02124-7

Reference yield:

: 98920-46-8
(2R,3R,4R,5R,6R)-2-(acetoxymethyl)-6-allyltetrahydro-2H-pyran-3,4,5-triyl triacetate

: 204458-92-4
(S)-3-(4-Hydroxy-phenyl)-2-[2-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-acetylamino]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaOMe / methanol

2: NaH, TBAI / tetrahydrofuran

3: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, MeOH

4: CrO₃, H₂SO₄ / acetone

5: EDC, NMM / CH₂Cl₂

With 4-methyl-morpholine; chromium(VI) oxide; sulfuric acid; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1016/S0040-4039(96)02124-7