DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol

Base Information

• Chemical Name: DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol
• CAS No.: 87160-88-1
• Molecular Formula: C₁₃H₁₅NO₄S
• Molecular Weight: 281.332

Synonyms:DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol

Chemical Property of DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol

Chemical Property:

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Technology Process of DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol

There total 5 articles about DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol 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: 95.0%

DL-(1α,2α,3β,6β)-2-Brom-6-<(4-methylphenylsulfonyl)amino>-4-cyclohexen-1,3-diol (112346-61-9) → DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol (87160-88-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; tert-butyl alcohol; at 0 ℃; for 0.5h; further reagent: 5percent KOH/MeOH;

Reference yield: 20.0%

DL-(1α,2α,3β,6β)-2-Brom-6-<(4-methylphenylsulfonyl)amino>-4-cyclohexen-1,3-diol (112346-61-9) → DL-(1α,2α,3β,6α)-3-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-4-en-2-ol (76670-80-9,87205-60-5) + DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol (87160-88-1) + DL-(1α,2β,3α,6β)-3-Methoxy-6-<(4-methylphenylsulfonyl)amino>-4-cyclohexen-1,2-diol (87160-87-0)

Guidance literature:

With potassium hydroxide; In methanol; at 0 ℃; for 2h;

Reference yield:

chloroamine-T (127-65-1) → DL-(1α,2α,5α,6α)-5-<(4-Methylphenylsulfonyl)amino>-7-oxabicyclo<4.1.0>hept-3-en-2-ol (87160-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / ZnSO₄ / methanol / 1 h / Heating

2: 5 percent KOH / 0 °C

With potassium hydroxide; zinc(II) sulfate; In methanol;

upstream raw materials:

DL-(1α,2α,3β,6β)-2-Brom-6-<(4-methylphenylsulfonyl)amino>-4-cyclohexen-1,3-diol

chloroamine-T

(+/-)-(3/4,5,6)-4-bromo-5,6-epoxy-3-hydroxycyclohexene

(1RS,2SR,3RS,4RS)-2,3-dibromocyclohex-5-ene-1,4-diol

Downstream raw materials:

N-((1S,2R,3S,6R)-3-Methoxy-7-oxa-bicyclo[4.1.0]hept-4-en-2-yl)-4-methyl-benzenesulfonamide

DL-(1α,2β,4β,7α)-8-(4-Methylphenylsulfonyl)-3-oxa-8-azatricyclo<5.1.0.0^2,4>oct-5-en

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