(3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-ol

Base Information

• Chemical Name: (3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-ol
• CAS No.: 104106-73-2
• Molecular Formula: C₂₁H₂₈O₂
• Molecular Weight: 312.452
• Mol file: 104106-73-2.mol

Synonyms:

Chemical Property of (3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-ol

There total 5 articles about (3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-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:

Thiocarbonic acid O-((3R,3aS,3bS,7aS,8R,8aS)-3-benzyloxy-7a-hydroxymethyl-5-methyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-yl) ester O-phenyl ester → (3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-ol (104106-73-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Yield given; Heating;

DOI:10.1016/S0040-4039(00)94967-0

Reference yield:

(3aS,4R,6aS)-4-Benzyloxy-1-oxo-1,3a,4,5,6,6a-hexahydro-pentalene-2-carboxylic acid ethyl ester (104106-71-0) → (3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-ol (104106-73-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / SnCl₄ / -78 °C

2: 100 percent / sodium bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran / Ambient temperature

3: 4-(N,N-dimethylamino)pyridine / acetonitrile / Ambient temperature

4: tri-n-butyltin hydride, azobisisobutyronitrile / toluene / Heating

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; tin(IV) chloride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)94967-0

Reference yield:

(3S,3aR,3bR,7aS,8aR)-3-Benzyloxy-5-methyl-8-oxo-2,3,3a,3b,4,7,8,8a-octahydro-1H-cyclopenta[a]indene-7a-carboxylic acid ethyl ester (104120-87-8) → (3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-ol (104106-73-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / sodium bis(2-methoxyethoxy)aluminium hydride / tetrahydrofuran / Ambient temperature

2: 4-(N,N-dimethylamino)pyridine / acetonitrile / Ambient temperature

3: tri-n-butyltin hydride, azobisisobutyronitrile / toluene / Heating

With dmap; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene; acetonitrile;

DOI:10.1016/S0040-4039(00)94967-0

upstream raw materials:

(3aS,4R,6aS)-4-Benzyloxy-1-oxo-1,3a,4,5,6,6a-hexahydro-pentalene-2-carboxylic acid ethyl ester

(3S,3aR,3bR,7aS,8aR)-3-Benzyloxy-5-methyl-8-oxo-2,3,3a,3b,4,7,8,8a-octahydro-1H-cyclopenta[a]indene-7a-carboxylic acid ethyl ester

(3R,3aS,3bS,7aS,8R,8aS)-3-Benzyloxy-7a-hydroxymethyl-5-methyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]inden-8-ol

isoprene

Downstream raw materials:

1-((3aS,3bR,4R,6aR,7aS)-4-Benzyloxy-7a-methyl-3a,3b,4,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl)-ethanone

(3aS,3bR,4R,6aR,7aR)-4-Benzyloxy-7a-methyl-decahydro-cyclopenta[a]pentalen-3-one

C₂₁H₂₈O

(3R,3aR,3bS,7aS,8aR)-3-Benzyloxy-5,7a-dimethyl-1,2,3,3a,3b,4,7,7a,8,8a-decahydro-cyclopenta[a]indene