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

Base Information

Chemical Name:(2S,3R,4S,5R)-4-benzyloxy-2,4-dimethyl-5-(4-methoxybenzyloxy)-heptane-1,3-diol
CAS No.:124871-86-9
Molecular Formula:C₂₄H₃₄O₅
Molecular Weight:402.531
Hs Code.:

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

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

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Technology Process of (2S,3R,4S,5R)-4-benzyloxy-2,4-dimethyl-5-(4-methoxybenzyloxy)-heptane-1,3-diol

There total 5 articles about (2S,3R,4S,5R)-4-benzyloxy-2,4-dimethyl-5-(4-methoxybenzyloxy)-heptane-1,3-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: 91.0%

: 124871-85-8
(2S,3R,4R,5R)-4-benzyloxy-2,4-dimethyl-2,3-epoxy-5-(4-methoxybenzyloxy)heptan-1-ol

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

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; diborane; In tetrahydrofuran; -20 deg C, 10 h, RT;
DOI:10.1248/cpb.37.1155

Reference yield:

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

: 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 4 steps

1: 93 percent / CSA / benzene / 0.17 h / Ambient temperature

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

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

4: 91 percent / 1.0M B₂H₆, HMPA / tetrahydrofuran / -20 deg C, 10 h, RT

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; camphor-10-sulfonic acid; sodium hydride; 3-chloro-benzenecarboperoxoic acid; diborane; In tetrahydrofuran; dichloromethane; benzene;
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