(S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid

Base Information

Chemical Name:(S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid
CAS No.:161686-87-9
Molecular Formula:C₂₆H₃₃NO₈
Molecular Weight:487.55
Hs Code.:

Synonyms:(S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid

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Chemical Property of (S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid

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Technology Process of (S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid

There total 3 articles about (S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid 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: 15.0%

: 10544-63-5
ethyl crotonate

: 79494-69-2
benzyl 2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside

: 3-((2R,3S,4R,5R,6S)-5-Acetylamino-6-benzyloxy-2-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-3-yloxy)-butyric acid

: 161686-87-9
(S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; for 48h; Ambient temperature;
DOI:10.1016/S0957-4166(00)80384-5

Reference yield:

: 13343-63-0
benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside

: 161686-87-9
(S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1: 62 percent / sodium cyanoborohydride, hydrogen chloride / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

2: 76 percent / tetrabutylammonium hydrogensulfate, 20percent aq. sodium hydroxide / CH₂Cl₂ / 48 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(00)80384-5

Reference yield:

: 623-70-1
ethyl (E)-crotonate

: 79494-69-2
benzyl 2-acetamido-6-O-benzyl-2-deoxy-α-D-glucopyranoside

: 3-((2R,3S,4R,5R,6S)-5-Acetylamino-6-benzyloxy-2-benzyloxymethyl-4-hydroxy-tetrahydro-pyran-3-yloxy)-butyric acid

: 161686-87-9
(S)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid

: (R)-3-((2S,3R,4R,5S,6R)-3-Acetylamino-2-benzyloxy-6-benzyloxymethyl-5-hydroxy-tetrahydro-pyran-4-yloxy)-butyric acid

Guidance literature:: With tetra(n-butyl)ammonium hydrogensulfate; In toluene; for 6h; Product distribution; Heating; other reag.; other solvent; other temp., other reaction time;
DOI:10.1016/S0008-6215(98)00063-9