5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Base Information

Chemical Name:5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester
CAS No.:118722-43-3
Molecular Formula:C₅₅H₆₂O₈Si
Molecular Weight:879.178
Hs Code.:

Synonyms:5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

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Chemical Property of 5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

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Technology Process of 5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

There total 1 articles about 5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl 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:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 118715-28-9
5-<(tert-Butyldiphenylsilyl)oxy>pentanoyl chloride

: 118722-43-3
5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

: 118715-29-0
5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) PhH, 60 deg C;
DOI:10.1021/ja00186a037

Reference yield: 86.0%

: 118722-43-3
5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

: 118715-30-3
tert-Butyl-diphenyl-[5-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hex-5-enyloxy]-silane

Guidance literature:: In tetrahydrofuran; pyridine; toluene; at -40 - 0 ℃;
DOI:10.1021/ja00186a037

Reference yield:

: 118722-43-3
5-(tert-Butyl-diphenyl-silanyloxy)-pentanoic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

: 118715-33-6
5-((2S,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / pyridine; tetrahydrofuran; toluene / -40 - 0 °C

2: Bu₄NF / tetrahydrofuran

With tetrabutyl ammonium fluoride; In tetrahydrofuran; pyridine; toluene;
DOI:10.1021/ja00186a037