(2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

Base Information

Chemical Name:(2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide
CAS No.:389868-07-9
Molecular Formula:C₄₇H₅₇NO₁₅
Molecular Weight:875.967
Hs Code.:

(2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

Synonyms:(2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

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Chemical Property of (2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

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Technology Process of (2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

There total 4 articles about (2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide 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: 98.0%

: 389868-06-8
C₇₅H₇₃NO₁₉

: 389868-07-9
(2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1002/1521-3773(20011001)40:19<3644::AID-ANIE3644>3.0.CO;2-S

Reference yield:

: 6315-89-5
3,4-dimethoxyaniline

: 389868-07-9
(2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / HBTU; Et₃N / dimethylformamide

2: 98 percent / NaOMe / methanol

With sodium methylate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1002/1521-3773(20011001)40:19<3644::AID-ANIE3644>3.0.CO;2-S

Reference yield:

: 389868-03-5
C₆₇H₆₆O₁₇

: 389868-07-9
(2S,3S,4R)-4-((2R,3R,4S,5R,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-3-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid (3,4-dimethoxy-phenyl)-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: (ClCO)2; DMSO / CH₂Cl₂ / -60 °C

1.2: 78 percent / NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol

2.1: 80 percent / HBTU; Et₃N / dimethylformamide

3.1: 98 percent / NaOMe / methanol

With oxalyl dichloride; sodium methylate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1521-3773(20011001)40:19<3644::AID-ANIE3644>3.0.CO;2-S