(3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide

Base Information

• Chemical Name: (3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide
• CAS No.: 1174326-90-9
• Molecular Formula: C₁₅H₁₇NO₄S
• Molecular Weight: 307.37

Synonyms:(3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide

Chemical Property of (3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide

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Technology Process of (3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide

There total 1 articles about (3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide 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: 52.0%

2-Chloroethanesulfonyl chloride (1622-32-8) + C13H15NO2 → (3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide (1174326-90-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2009.03.080

Reference yield: 92.0%

(3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide (1174326-90-9) + allyl bromide (106-95-6) → C18H21NO4S (1174326-91-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tet.2009.03.080

Reference yield: 92.0%

(3S,4R)-3,4,8,8a-tetrahydro-3-(phenylmethyl)-7H-4a,7-epoxy-2H-1,2-benzothiazin-4-ol-1,1-dioxide (1174326-90-9) + acryloyl chloride (814-68-6,25189-84-8) → C18H19NO5S (1174326-93-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.tet.2009.03.080

upstream raw materials:

2-Chloroethanesulfonyl chloride

Downstream raw materials:

C₁₈H₂₁NO₄S

C₁₈H₁₉NO₅S

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