(2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid

Base Information

Chemical Name:(2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid
CAS No.:123493-07-2
Molecular Formula:C₁₅H₁₉NO₅
Molecular Weight:293.32
Hs Code.:

Synonyms:(2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid

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Chemical Property of (2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid

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Technology Process of (2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid

There total 14 articles about (2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic 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: 97.0%

: 123493-06-1
(2S,3R,4S,6R)-methyl-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2H-pyran-3-carboxylate

: 123493-07-2
(2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid

Guidance literature:: With lithium hydroxide; Dowex 50X₈-400; In methanol; for 3h; Heating;
DOI:10.1016/0040-4020(89)80126-7

Reference yield:

: 115133-11-4
(1S,2S,4R,6S)-4-methoxy-7-(4-methoxyphenyl)-2-methyl-3-oxa-7-azabicyclo(4.2.0)octan-8-one

: 123493-07-2
(2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / ceric ammonium nitrate / acetonitrile; H₂O

2: 98 percent / Et₃N, 4-DMAP / CH₂Cl₂

3: 71 percent / 1,8-diazabicyclo<5.4.0>undecane / Heating

4: 97 percent / lithium hydroxide / methanol / Heating

With dmap; lithium hydroxide; ammonium cerium(IV) nitrate; triethylamine; 1,8-diazabicyclo-[5,4,0]-undecane; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(00)96544-4

Reference yield:

: 115184-80-0
(1S,2S,4R,6S)-4-methoxy-2-methyl-3-oxa-7-azabicyclo(4.2.0)octan-8-one

: 123493-07-2
(2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / Et₃N, 4-DMAP / CH₂Cl₂

2: 71 percent / 1,8-diazabicyclo<5.4.0>undecane / Heating

3: 97 percent / lithium hydroxide / methanol / Heating

With dmap; lithium hydroxide; triethylamine; 1,8-diazabicyclo-[5,4,0]-undecane; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)96544-4