9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

Base Information

Chemical Name:9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester
CAS No.:203794-76-7
Molecular Formula:C₅₄H₆₉NO₁₃
Molecular Weight:940.141
Hs Code.:

9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

Synonyms:9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

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Chemical Property of 9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

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Technology Process of 9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

There total 9 articles about 9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl 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: 60.0%

: 203794-75-6
9-[(2R,4aR,6R,7R,8R,8aS)-7-Allyloxycarbonylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester

: 203794-76-7
9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

Guidance literature:: With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0960-894X(01)00092-0

Reference yield:

: 34957-73-8
methyl 9-hydroxynonanoate

: 203794-76-7
9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / trimethylsilyl triflate / -35 °C

2: 100 percent / NaOMe / methanol

3: 88 percent / PTSA / acetonitrile

4: CH₂Cl₂; dimethylformamide / 16 h / 20 °C

5: 60 percent / NaCNBH₃; HCl; molecular sieves 3A / tetrahydrofuran; diethyl ether

With hydrogenchloride; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; sodium methylate; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(01)00092-0

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 203794-76-7
9-[(2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-6-benzyloxymethyl-5-hydroxy-4-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / PTSA / acetonitrile

2: CH₂Cl₂; dimethylformamide / 16 h / 20 °C

3: 60 percent / NaCNBH₃; HCl; molecular sieves 3A / tetrahydrofuran; diethyl ether

With hydrogenchloride; 3 A molecular sieve; sodium cyanoborohydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(01)00092-0