(S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one
• CAS No.: 236755-07-0
• Molecular Formula: C₃₉H₄₁NO₇
• Molecular Weight: 635.757

Synonyms:(S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one

Chemical Property of (S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one

Chemical Property:

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Technology Process of (S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one

There total 2 articles about (S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one 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: 20.0%

(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)methanal (140397-46-2) + [4(R)-2-oxo-1,3-oxazolidin-4-ylmethyl]triphenylphosphonium iodide (142319-37-7) → (S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one (236755-07-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1021/jo990398l

Reference yield:

(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)methanal (140397-46-2) + ((R)-2-Oxo-oxazolidin-4-ylmethyl)-triphenyl-phosphonium (144634-10-6) → (S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one (236755-07-0)

Guidance literature:

With n-butyllithium; Yield given; 1) THF;

DOI:10.1021/jo00049a005

Reference yield: 92.0%

(S)-4-[(E)-2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-vinyl]-oxazolidin-2-one (236755-07-0) → (S)-4-[2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-oxazolidin-2-one (144542-39-2)

Guidance literature:

With sodium acetate; toluene-4-sulfonic acid hydrazide; In 1,2-dimethoxyethane; water;

DOI:10.1021/jo00049a005

upstream raw materials:

(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)methanal

((R)-2-Oxo-oxazolidin-4-ylmethyl)-triphenyl-phosphonium

[4(R)-2-oxo-1,3-oxazolidin-4-ylmethyl]triphenylphosphonium iodide

Downstream raw materials:

(S)-4-[2-((2S,3S,4R,5S,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-oxazolidin-2-one

(S)-2-Amino-4-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-butan-1-ol

5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-2-(tert-butoxycarbonylamino)-D-threo-L-galacto-decitol

(S)-2-Oxo-4-[2-((2S,3S,4R,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-ethyl]-oxazolidine-3-carboxylic acid tert-butyl ester

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