(4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine

Base Information

Chemical Name:(4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine
CAS No.:294637-78-8
Molecular Formula:C₂₁H₂₃NO₄S
Molecular Weight:385.484
Hs Code.:

Synonyms:(4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine

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Chemical Property of (4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine

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Technology Process of (4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine

There total 5 articles about (4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine 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: 36.0%

: 55137-68-3,34713-98-9,39098-93-6,56271-12-6
(S)-(+)-O-methylmandeloyl chloride

: (+/-)-trans-3,4,4a,10b-tetrahydro-9-methoxy-2H,5H-[1]benzothiopyranol[4,3-b]-1,4-oxazine

: 294637-78-8
(4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine

: 294637-79-9
(4aS,10bR)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine

Guidance literature:: With 5percent aq. NaOH; In dichloromethane; for 0.333333h;
DOI:10.1021/jm0000113

Reference yield:

: 26164-26-1
(S)-2-methoxy-2-phenylacetic acid

: 294637-78-8
(4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine

Guidance literature:: Multi-step reaction with 2 steps

1: thionyl chloride / CH₂Cl₂ / 1 h / Heating

2: 32 percent / 5percent aq. NaOH / CH₂Cl₂ / 0.33 h

With thionyl chloride; In dichloromethane; 1: Chlorination / 2: Acylation;
DOI:10.1021/jm0000113

Reference yield:

: (+/-)-trans-3,4,4a,10b-tetrahydro-9-methoxy-2H,5H-[1]benzothiopyranol[4,3-b]-1,4-oxazin-3-one

: 294637-78-8
(4aR,10bS)-3,4,4a,10b-tetrahydro-4-[(S)-methoxyphenylacetyl]-9-methoxy-2H,5H-[1]benzothiopyrano[4,3-b]-1,4-oxazine

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / LiAlH₄ / diethyl ether / 2 h / Heating

2: 32 percent / 5percent aq. NaOH / CH₂Cl₂ / 0.33 h

With lithium aluminium tetrahydride; In diethyl ether; dichloromethane; 1: Reduction / 2: Acylation;
DOI:10.1021/jm0000113