Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester
CAS No.:176380-05-5
Molecular Formula:C₃₄H₄₂O₁₄
Molecular Weight:674.699
Hs Code.:

Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

There total 2 articles about Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-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: 42.0%

: 80973-59-7
Methyl 2,3-di-O-benzyl-β-D-xylopyranoside

: 4163-60-4
β-D-galactose peracetate

: 176380-05-5
Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane;
DOI:10.1560/LXUM-GKYP-R6RF-08TF

Reference yield:

: 96016-71-6
methyl 2,3-di-O-benzyl-4-O-trityl-β-D-xylopyranoside

: 176380-05-5
Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / aq. TFA / CHCl₃ / 0.5 h / 20 °C

2: 42 percent / molecular sieves 4A; trimethylsilyl triflate / CH₂Cl₂

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; trifluoroacetic acid; In dichloromethane; chloroform;
DOI:10.1560/LXUM-GKYP-R6RF-08TF

Reference yield:

: 176380-05-5
Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-((3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

: C₄₆H₄₈O₁₈

Guidance literature:: Multi-step reaction with 6 steps

1.1: MeONa; MeOH

2.1: TsOH*H₂O / acetonitrile

3.1: Et₃N / acetonitrile / 3 h

4.1: Hg(CN)2; HgBr₂; molecular sieves 4A / acetonitrile

4.2: acetonitrile

5.1: 7 mg / aq. TFA / CHCl₃ / 0.5 h / 20 °C

6.1: H₂ / 10 percent Pd/C / ethanol; acetic acid

With methanol; 4 A molecular sieve; hydrogen; sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; mercury dibromide; palladium on activated charcoal; In ethanol; chloroform; acetic acid; acetonitrile;
DOI:10.1560/LXUM-GKYP-R6RF-08TF