2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester
CAS No.:220662-85-1
Molecular Formula:C₇₀H₇₂O₁₃
Molecular Weight:1121.33
Hs Code.:

2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Synonyms:2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

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Chemical Property of 2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

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Technology Process of 2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

There total 8 articles about 2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-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: 85.0%

: 19488-48-3
methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 220662-80-6
2-{[(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)oxy]methyl}benzoic acid

: 220662-85-1
2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 16h;
DOI:10.1021/jo971778e

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

: 220662-85-1
2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 2.2 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -100 °C

2.2: 97 percent / tetrahydrofuran; hexane / 0.5 h / -100 °C

3.1: 85 percent / DMAP; DCC / CH₂Cl₂ / 16 h / 0 - 20 °C

With dmap; n-butyllithium; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Metallation / 2.2: Carboxylation / 3.1: Esterification;
DOI:10.1021/jo971778e

Reference yield:

: 18982-54-2
o-bromobenzyl alcohol

: 220662-85-1
2-((2R,3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-benzoic acid (2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 76 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.33 h / 0 °C

2.1: NaOMe / methanol / 1 h / 20 °C

3.1: 2.41 g / NaH; tetra-n-butylammonium iodide / dimethylformamide / 16 h / 0 - 20 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -100 °C

4.2: 97 percent / tetrahydrofuran; hexane / 0.5 h / -100 °C

5.1: 85 percent / DMAP; DCC / CH₂Cl₂ / 16 h / 0 - 20 °C

With dmap; n-butyllithium; boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Deacetylation / 3.1: Alkylation / 4.1: Metallation / 4.2: Carboxylation / 5.1: Esterification;
DOI:10.1021/jo971778e