5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.0^1,10.0^4.9]hexadec-15-ene

Base Information

• Chemical Name: 5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.0^1,10.0^4.9]hexadec-15-ene
• CAS No.: 403984-34-9
• Molecular Formula: C₄₅H₅₈O₇S₂
• Molecular Weight: 775.083

Synonyms:5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.0^1,10.0^4.9]hexadec-15-ene

Chemical Property of 5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.0^1,10.0^4.9]hexadec-15-ene

Chemical Property:

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Technology Process of 5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.0^1,10.0^4.9]hexadec-15-ene

There total 3 articles about 5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.0^1,10.0^4.9]hexadec-15-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: 74.0%

p-toluenesulfonyl chloride (98-59-9) + 5-benzyloxymethyl-13β,14α-dihdyroxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.01,10.04.9]hexadec-15-ene (403984-33-8) → 5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.01,10.04.9]hexadec-15-ene (403984-34-9)

Guidance literature:

With pyridine; at -20 ℃; for 16h;

DOI:10.1023/A:1013144431609

Reference yield:

(1R,4aR,4bS,10aR)-1-Benzyloxymethyl-7-isopropyl-1,4a-dimethyl-1,2,3,4,4a,4b,5,9,10,10a-decahydro-phenanthrene → 5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.01,10.04.9]hexadec-15-ene (403984-34-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 3.2 g / 4 h / 180 °C

2: 95 percent / LiAlH₄ / diethyl ether / 4 h / Heating

3: 74 percent / pyridine / 16 h / -20 °C

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1023/A:1013144431609

Reference yield:

5-benzyloxymethyl-5,9-dimethyl-13β,14α-diethoxycarbonyl-16-isopropyltetracyclo[10.2.2.01,10.04,9]hexadec-15-ene (403984-32-7) → 5-benzyloxymethyl-13β,14α-ditosyloxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.01,10.04.9]hexadec-15-ene (403984-34-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / LiAlH₄ / diethyl ether / 4 h / Heating

2: 74 percent / pyridine / 16 h / -20 °C

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1023/A:1013144431609

upstream raw materials:

p-toluenesulfonyl chloride

5-benzyloxymethyl-13β,14α-dihdyroxymethyl-5,9-dimethyl-16-isopropyltetracyclo[10.2.2.0^1,10.0^4.9]hexadec-15-ene

5-benzyloxymethyl-5,9-dimethyl-13β,14α-diethoxycarbonyl-16-isopropyltetracyclo[10.2.2.0^1,10.0^4,9]hexadec-15-ene

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