(1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.0^2,6>dec-8-ene

Base Information

• Chemical Name: (1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.0^2,6>dec-8-ene
• CAS No.: 159947-30-5
• Molecular Formula: C₂₅H₂₇NO₂
• Molecular Weight: 373.495

Synonyms:(1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.0^2,6>dec-8-ene

Chemical Property of (1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.0^2,6>dec-8-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.0^2,6>dec-8-ene

There total 4 articles about (1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.0^2,6>dec-8-ene 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:

(1R,2S,6R,7S)-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one (105500-35-4) → (1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.02,6>dec-8-ene (159947-30-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 92.3 percent / Zn, AcOH / ethanol / 5 h / Heating

2: benzene / 24 h / Heating

3: NaBH₄ / methanol / 1.5 h / 0 °C

4: 1) NaH / 1) DMF, 0 to 20 deg C, 2) DMF, 0 to 20 deg C

With sodium tetrahydroborate; sodium hydride; acetic acid; zinc; In methanol; ethanol; benzene;

DOI:10.1055/s-1994-25531

Reference yield:

tricyclo[5.2.1.02,6]dec-8-en-3-one (135355-88-3) → (1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.02,6>dec-8-ene (159947-30-5)

Guidance literature:

Multi-step reaction with 3 steps

1: benzene / 24 h / Heating

2: NaBH₄ / methanol / 1.5 h / 0 °C

3: 1) NaH / 1) DMF, 0 to 20 deg C, 2) DMF, 0 to 20 deg C

With sodium tetrahydroborate; sodium hydride; In methanol; benzene;

DOI:10.1055/s-1994-25531

Reference yield:

Benzyl-(3aS,4R,7S,7aR)-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-(1Z)-ylidene-amine (159947-28-1) → (1S,2S,3S,6S,7R)-3-(N-benzyl-N-benzyloxycarbonyl)aminotricyclo<5.2.1.02,6>dec-8-ene (159947-30-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol / 1.5 h / 0 °C

2: 1) NaH / 1) DMF, 0 to 20 deg C, 2) DMF, 0 to 20 deg C

With sodium tetrahydroborate; sodium hydride; In methanol;

DOI:10.1055/s-1994-25531

upstream raw materials:

benzyl chloroformate

(1S,2S,3S,6S,7R)-3-benzylaminotricyclo<5.2.1.0^2,6>dec-8-ene

(1R,2S,6R,7S)-tricyclo[5.2.1.0(2,6)]deca-4,8-dien-3-one

tricyclo[5.2.1.0^2,6]dec-8-en-3-one

Downstream raw materials:

(S)-3-(N-benzyl-N-benzyloxycarbonyl)aminocyclopentene

(S)-N-benzyl-N-(benzyloxycarbonyl)glutamic acid

L-glutamic acid

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