(2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan

Base Information

Chemical Name:(2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan
CAS No.:791124-55-5
Molecular Formula:C₅₃H₈₂O₇S
Molecular Weight:863.296
Hs Code.:

Synonyms:(2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan

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Chemical Property of (2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan

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Technology Process of (2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan

There total 7 articles about (2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan 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: 45.0%

: 791124-48-6
3,4,6-tri-O-benzyl-2,5-anhydroglucityl thiol

: 791124-54-4
10-O-hexadecyl-1-p-toluenesulfonyloxydecane

: 791124-55-5
(2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan

Guidance literature:: 3,4,6-tri-O-benzyl-2,5-anhydroglucityl thiol; 10-O-hexadecyl-1-p-toluenesulfonyloxydecane; With 18-crown-6 ether; potassium hydride; In tetrahydrofuran; at 20 ℃; for 0.75h;

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1016/j.bmc.2004.08.014

Reference yield:

: 43047-93-4
10-tetrahydropyranyloxydecanol

: 791124-55-5
(2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan

Guidance literature:: Multi-step reaction with 4 steps

1.1: 21 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

2.1: 84 percent / H₂O; AcOH / tetrahydrofuran / 3 h / 65 °C

3.1: 26 percent / potassium hydride; 18-crown-6 / tetrahydrofuran / 12 h / 20 °C

4.1: potassium hydride; 18-crown-6 / tetrahydrofuran / 0.75 h / 20 °C

4.2: 45 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.5 h / 20 °C

With 18-crown-6 ether; water; potassium hydride; sodium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.08.014

Reference yield:

: 112-47-0
1,10-Decanediol

: 791124-55-5
(2R,3R,4S,5R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(10-hexadecyloxy-decane-1-sulfonylmethyl)-tetrahydro-furan

Guidance literature:: Multi-step reaction with 5 steps

1.1: 53 percent / p-toluenesulfonic acid / tetrahydrofuran / 2 h / 20 °C

2.1: 21 percent / sodium hydride / dimethylformamide / 12 h / 20 °C

3.1: 84 percent / H₂O; AcOH / tetrahydrofuran / 3 h / 65 °C

4.1: 26 percent / potassium hydride; 18-crown-6 / tetrahydrofuran / 12 h / 20 °C

5.1: potassium hydride; 18-crown-6 / tetrahydrofuran / 0.75 h / 20 °C

5.2: 45 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.5 h / 20 °C

With 18-crown-6 ether; water; potassium hydride; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2004.08.014