(2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl ester

Base Information

Chemical Name:(2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl ester
CAS No.:181045-90-9
Molecular Formula:C₆₉H₇₄O₁₇
Molecular Weight:1175.34
Hs Code.:

(2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl ester

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Chemical Property of (2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl ester

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Technology Process of (2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl ester

There total 4 articles about (2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl 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:

: 13171-64-7
Dimethyl D-tartrate

: 181045-90-9
(2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Br₂, 2.) Et₄NBr, molecular sieves 4A / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, RT, overnight

2: 63.2 mg / N-iodosuccinimide, triflic acid, molecular sieves 4A / acetonitrile / a) -30 deg C, 1 h, b) RT, overnight

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetraethylammonium bromide; bromine; In acetonitrile;
DOI:10.1016/0968-0896(96)00055-7

Reference yield:

: 107802-80-2
(2S,3R,4R,5S,6R)-3,4,5-Tris-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran

: 181045-90-9
(2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Br₂, 2.) Et₄NBr, molecular sieves 4A / 1.) CH₂Cl₂, 0 deg C, 5 min, 2.) CH₂Cl₂, RT, overnight

2: 63.2 mg / N-iodosuccinimide, triflic acid, molecular sieves 4A / acetonitrile / a) -30 deg C, 1 h, b) RT, overnight

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; tetraethylammonium bromide; bromine; In acetonitrile;
DOI:10.1016/0968-0896(96)00055-7

Reference yield:

: 165557-05-1
(1-deoxy-1-methylsulfanyl-β-D-galactopyranos-3-yl)-acetic acid tert-butyl ester

: 181045-90-9
(2S,3S)-2-((2S,3R,4S,5S,6R)-3,5-Bis-benzyloxy-4-benzyloxycarbonylmethoxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-succinic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, 3.) AcOH

2: 1.) NaH / 1.) DMF, RT, 2 h, 2.) DMF, overnight

3: 63.2 mg / N-iodosuccinimide, triflic acid, molecular sieves 4A / acetonitrile / a) -30 deg C, 1 h, b) RT, overnight

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; sodium hydride; acetic acid; In acetonitrile;
DOI:10.1016/0968-0896(96)00055-7