(1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol

Base Information

• Chemical Name: (1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol
• CAS No.: 483341-84-0
• Molecular Formula: C₂₂H₂₄N₂O₆S
• Molecular Weight: 444.508

Synonyms:(1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol

Chemical Property of (1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol

Chemical Property:

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Technology Process of (1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol

There total 3 articles about (1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol 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: 100.0%

(3S,4R,5R)-3,4-O-isopropylidene-5-(N-benzyl)-o-nitro-benzensulfon-amino-octa-1,7-diene-3,4-diol (483341-83-9) → (1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol (483341-84-0)

Guidance literature:

With RuCl₂(CHPh)(PPh₃)2; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2004.01.063

Reference yield:

2-Nitrobenzenesulfonyl chloride (1694-92-4) → (1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol (483341-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Na₂CO₃ / CH₂Cl₂ / 20 °C

2: 100 percent / Cl₂(PPh₃)2Ru=CHPh / CH₂Cl₂ / 20 °C

With RuCl₂(CHPh)(PPh₃)2; sodium carbonate; In dichloromethane;

DOI:10.1016/j.tet.2004.01.063

Reference yield:

Benzyl-[(R)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-enyl]-amine (483341-82-8) → (1R,2S,6R)-6-(N-benzyl)-o-nitrobenzenesulfonamino-1,2-O-isopropylidene-cyclohex-3-en-1,2-diol (483341-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Na₂CO₃ / CH₂Cl₂ / 20 °C

2: 100 percent / Cl₂(PPh₃)2Ru=CHPh / CH₂Cl₂ / 20 °C

With RuCl₂(CHPh)(PPh₃)2; sodium carbonate; In dichloromethane;

DOI:10.1016/j.tet.2004.01.063

upstream raw materials:

(3S,4R,5R)-3,4-O-isopropylidene-5-(N-benzyl)-o-nitro-benzensulfon-amino-octa-1,7-diene-3,4-diol

2-Nitrobenzenesulfonyl chloride

Benzyl-[(R)-1-((4R,5S)-2,2-dimethyl-5-vinyl-[1,3]dioxolan-4-yl)-but-3-enyl]-amine

Downstream raw materials:

C₃₈H₄₆N₄O₁₁S₂SiCCH₂OCH₂

C₃₈H₄₆N₄O₁₁S₂Si

(1S,4S,6R)-4,6-bis[(N-benzyl)-o-nitrobenzenesulfon-amino]-1-O-(tert-butyldimethylsilyl)-cyclohex-2-enol

Acetic acid (1S,4S,6R)-4,6-bis-[benzyl-(2-nitro-benzenesulfonyl)-amino]-cyclohex-2-enyl ester

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