(2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene

Base Information

Chemical Name:(2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene
CAS No.:124871-83-6
Molecular Formula:C₂₀H₃₂O₄
Molecular Weight:336.472
Hs Code.:

Synonyms:(2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene

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Technology Process of (2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene

There total 1 articles about (2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene 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: 93.0%

: 98004-01-4
(2E,4S,5R)-4-benzyloxy-1-hydroxy-2,4-dimethylhept-2-ene

: 77-76-9
2,2-dimethoxy-propane

: 124871-83-6
(2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene

Guidance literature:: With camphor-10-sulfonic acid; In benzene; for 0.166667h; Ambient temperature;
DOI:10.1248/cpb.37.1155

Reference yield:

: 124871-83-6
(2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene

: 87641-44-9,98049-27-5
(2S,3R,4S,5R)-1,3,4-trihydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylheptane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH, 2.) 10percent HCl / 1.) DMF, RT, 24 h, 2.) H₂O, CH₂Cl₂, RT, 30 min

2: 99 percent / m-CPBA / CH₂Cl₂ / -20 deg C, 7 h, 0 deg C, 3 h

3: 91 percent / 1.0M B₂H₆, HMPA / tetrahydrofuran / -20 deg C, 10 h, RT

4: 97 percent / H₂ / Raney Ni W-2 / ethanol / 7 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; hydrogen; sodium hydride; 3-chloro-benzenecarboperoxoic acid; diborane; Raney Ni W-2; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1248/cpb.37.1155

Reference yield:

: 124871-83-6
(2E,4S,5R)-4-benzyloxy-5-hydroxy-1-(1-methoxy-1-methylethyl)-2,4-dimethyl-2-heptene

: 124871-86-9
(2S,3R,4S,5R)-4-benzyloxy-2,4-dimethyl-5-(4-methoxybenzyloxy)-heptane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, 2.) 10percent HCl / 1.) DMF, RT, 24 h, 2.) H₂O, CH₂Cl₂, RT, 30 min

2: 99 percent / m-CPBA / CH₂Cl₂ / -20 deg C, 7 h, 0 deg C, 3 h

3: 91 percent / 1.0M B₂H₆, HMPA / tetrahydrofuran / -20 deg C, 10 h, RT

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; diborane; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.37.1155