((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid

Base Information

Chemical Name:((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid
CAS No.:194980-03-5
Molecular Formula:C₄₅H₆₄O₇
Molecular Weight:716.999
Hs Code.:

Synonyms:((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid

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Chemical Property of ((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid

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Technology Process of ((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid

There total 7 articles about ((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid 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:

: ((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetaldehyde

: 194980-03-5
((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid

Guidance literature:: With jones reagent; Celite; In acetone; at 0 ℃; Yield given;
DOI:10.1021/ja970920q

Reference yield:

: 3879-79-6,17791-37-6,19488-61-0,53008-63-2,69237-94-1,69237-95-2,71526-33-5,83462-67-3,84799-77-9,103421-29-0,103421-30-3,139241-42-2,61330-62-9
(2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran

: 194980-03-5
((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) TMSOTf / 1.) CH₃CN, 0 deg C, overnight, 2.) 25 deg C

2: 95 percent / NaOMe / methanol / 2 h / 25 °C

3: 77 percent / NaH, nBu₄NI / dimethylformamide / 0 - 25 °C

4: 1.2173 g / OsO₄, NMO, tBuOH / acetone; H₂O / 16 h / 25 °C

5: 1.109 g / NaIO₄ / tetrahydrofuran; H₂O / 2 h

6: Jones reagent, Celite / acetone / 0 °C

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; jones reagent; trimethylsilyl trifluoromethanesulfonate; Celite; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; tert-butyl alcohol; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja970920q

Reference yield:

: 112-82-3
hexadecanyl bromide

: 194980-03-5
((2R,3R,4R,5R,6R)-3,4,5-Tris-benzyloxy-6-hexadecyloxymethyl-tetrahydro-pyran-2-yl)-acetic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / NaH, nBu₄NI / dimethylformamide / 0 - 25 °C

2: 1.2173 g / OsO₄, NMO, tBuOH / acetone; H₂O / 16 h / 25 °C

3: 1.109 g / NaIO₄ / tetrahydrofuran; H₂O / 2 h

4: Jones reagent, Celite / acetone / 0 °C

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; jones reagent; Celite; tetra-(n-butyl)ammonium iodide; sodium hydride; tert-butyl alcohol; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja970920q