(2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam

Base Information

• Chemical Name: (2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam
• CAS No.: 145122-91-4
• Molecular Formula: C₂₀H₂₈N₂O₄S
• Molecular Weight: 392.519

Synonyms:(2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam

Chemical Property of (2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam

Chemical Property:

Purity/Quality:

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Technology Process of (2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam

There total 4 articles about (2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam 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: 79.0%

(2S,2'S,3'S)-N-<2'-(cyclohexylideneamino)-3'-phenylbutanoyl>bornane-10,2-sultam N-oxide (145122-90-3) → (2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam (145122-91-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1002/hlca.19920750622

Reference yield:

(E)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)but-2-en-1-one (94594-81-7) → (2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam (145122-91-4)

Guidance literature:

Multi-step reaction with 3 steps

2: 1) NaN(TMS)2 / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 30 min.

3: 79 percent / 1 N aq. HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1002/hlca.19920750622

Reference yield:

phenyllithium (591-51-5) → (2S,2'S,3'S)-N-<2'-(hydroxyamino)-3'-phenylbutanoyl>bornane-10,2-sultam (145122-91-4)

Guidance literature:

Multi-step reaction with 3 steps

2: 1) NaN(TMS)2 / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 30 min.

3: 79 percent / 1 N aq. HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1002/hlca.19920750622

upstream raw materials:

(2S,2'S,3'S)-N-<2'-(cyclohexylideneamino)-3'-phenylbutanoyl>bornane-10,2-sultam N-oxide

(E)-1-((3aR,6S,7aS)-8,8-dimethyl-2,2-dioxidotetrahydro-3H-3a,6-methanobenzo[c]isothiazol-1(4H)-yl)but-2-en-1-one

phenyllithium

1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-phenyl-butan-1-one

Downstream raw materials:

(2S,2'S,3'S)-N-(2'-amino-3'-phenylbutanoyl)bornane-10,2-sultam

(2S,3S)-N-acetyl-β-methylphenylalanine

N-[(1S,2S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-2-phenyl-propyl]-acetamide

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