(2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran

Base Information

• Chemical Name: (2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran
• CAS No.: 214043-14-8
• Molecular Formula: C₃₅H₃₄F₄O₆
• Molecular Weight: 626.645
• Mol file: 214043-14-8.mol

Synonyms:(2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran

Chemical Property of (2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran

There total 1 articles about (2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran 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: 53.0%

4-Fluorobenzyl bromide (459-46-1) + methyl-alpha-D-glucopyranoside (97-30-3) → (2R,3S,4S,5R,6S)-3,5-Bis-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran-4-ol + (2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran (214043-14-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 0.75h;

DOI:10.1002/hlca.19980810546

Reference yield: 52.0%

(2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran (214043-14-8) → (3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-ol

Guidance literature:

With sulfuric acid; In acetic acid; for 2h; Heating;

DOI:10.1002/hlca.19980810546

Reference yield:

(2R,3R,4S,5R,6S)-3,4,5-Tris-(4-fluoro-benzyloxy)-2-(4-fluoro-benzyloxymethyl)-6-methoxy-tetrahydro-pyran (214043-14-8) → (2S,3R,4R,5R)-2,3,4,6-Tetrakis-(4-fluoro-benzyloxy)-5-hydroxy-hexanal oxime (214043-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 52 percent / 1M H₂SO₄ / acetic acid / 2 h / Heating

2: 97 percent / NH₂OH*HCl, NaOMe / methanol / 7 h / 60 °C

With sulfuric acid; hydroxylamine hydrochloride; sodium methylate; In methanol; acetic acid;

DOI:10.1002/hlca.19980810546

upstream raw materials:

4-Fluorobenzyl bromide

methyl-alpha-D-glucopyranoside

Downstream raw materials:

(2S,3R,4R,5R)-2,3,4,6-Tetrakis-(4-fluoro-benzyloxy)-5-hydroxy-hexanal oxime

(5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]octane

(5R,6R,7S,8R)-6,7,8-Tris-(4-fluoro-benzyloxy)-5-(4-fluoro-benzyloxymethyl)-4-oxa-1,2-diaza-spiro[2.5]oct-1-ene

(3R,4S,5R,6R)-3,4,5-Tris-(4-fluoro-benzyloxy)-6-(4-fluoro-benzyloxymethyl)-tetrahydro-pyran-2-one oxime