Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Base Information

Chemical Name:Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester
CAS No.:78890-57-0
Molecular Formula:C₄₁H₄₆O₇
Molecular Weight:650.812
Hs Code.:

Synonyms:Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

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Chemical Property of Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

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Technology Process of Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

There total 7 articles about Cyclohexanecarboxylic acid (2R,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: 81.0%

: 6564-72-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose

: 98-89-5
Cyclohexanecarboxylic acid

: 78890-58-1
Cyclohexanecarboxylic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

: 78890-57-0
Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: With trifluoroacetic anhydride; In dichloromethane;
DOI:10.1016/S0008-6215(00)85601-3

Reference yield: 80.0%

: 90357-89-4
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate

: 98-89-5
Cyclohexanecarboxylic acid

: 78890-57-0
Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: In dichloromethane;
DOI:10.1016/S0040-4039(00)61687-8

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

: 78890-57-0
Cyclohexanecarboxylic acid (2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 0 °C

2: NaBH₄, BF₃*OEt₂ / bis-(2-methoxy-ethyl) ether / 1.) 0 deg C, 1 h, 2.) rt, 20 h

3: pyridine / 0 °C

With pyridine; sodium tetrahydroborate; boron trifluoride diethyl etherate; In diethylene glycol dimethyl ether;
DOI:10.1021/jo00336a034