(2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester

Base Information

Chemical Name:(2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester
CAS No.:152781-63-0
Molecular Formula:C₅₀H₅₄N₂O₁₀
Molecular Weight:842.986
Hs Code.:

(2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester

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Chemical Property of (2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester

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Technology Process of (2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester

There total 5 articles about (2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl 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:

: 150271-15-1
2-Azido-4,6-O-(R-benzylidene)-N-benzyloxycarbonyl-1,2,5-trideoxy-1,5-imino-D-glucitol

: 152781-63-0
(2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Ph₃P, H₂O / CH₂Cl₂ / 45 °C

2: methanol / 4 h / Ambient temperature

3: molecular sieves 4 Angstroem, DMTST / benzene / 1.) r.t., overnight, 2.) 7 deg C, 3 h

With 4 A molecular sieve; water; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triphenylphosphine; In methanol; dichloromethane; benzene;
DOI:10.1080/07328309608005420

Reference yield:

: (2R,4aR,7S,8R,8aR)-7-Amino-8-hydroxy-2-phenyl-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester

: 152781-63-0
(2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: methanol / 4 h / Ambient temperature

2: molecular sieves 4 Angstroem, DMTST / benzene / 1.) r.t., overnight, 2.) 7 deg C, 3 h

With 4 A molecular sieve; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; In methanol; benzene;
DOI:10.1080/07328309608005420

Reference yield:

: 168039-41-6
4,6-O-benzylidene-N-benzyloxycarbonyl-3-O-chloroacetyl-1,5-dideoxy-1,5-imino-D-glucitol

: 152781-63-0
(2R,4aR,7S,8R,8aR)-7-Acetylamino-2-phenyl-8-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99.7 percent / pyridine / CH₂Cl₂ / 8 h / 0 °C

2: 98 percent / sodium methoxide / methanol; dioxane / 0.08 h / 0 °C

3: 40 percent / sodium azide / dimethylformamide / 6 h / 110 °C

4: Ph₃P, H₂O / CH₂Cl₂ / 45 °C

5: methanol / 4 h / Ambient temperature

6: molecular sieves 4 Angstroem, DMTST / benzene / 1.) r.t., overnight, 2.) 7 deg C, 3 h

With pyridine; sodium azide; 4 A molecular sieve; water; sodium methylate; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; triphenylphosphine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1080/07328309608005420