(3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol

Base Information

• Chemical Name: (3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol
• CAS No.: 1007224-14-7
• Molecular Formula: C₂₀H₃₂O₃Si
• Molecular Weight: 348.558

Synonyms:(3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol

Chemical Property of (3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol

Chemical Property:

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Technology Process of (3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol

There total 1 articles about (3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-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: 87.0%

(R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-one (1007224-15-8) → (3R,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol + (3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol (1007224-14-7)

Guidance literature:

Noyori's catalyst; In dichloromethane; isopropyl alcohol; at 20 ℃; for 2h;

DOI:10.1021/jo702250z

Reference yield: 92.0%

(3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol (1007224-14-7) + (2R,3S,4R,5S,6S)-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methyl-2-phenylsulfanyl-tetrahydro-pyran (1007224-13-6) → (2R,3S,4R,5S,6S)-2-{(S)-3-(tert-butyl-dimethyl-silanyl)-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-prop-2-ynyloxy}-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methyl-tetrahydro-pyran (1007224-18-1) + (2S,3S,4R,5S,6S)-2-{(S)-3-(tert-butyl-dimethyl-silanyl)-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-prop-2-ynyloxy}-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methyl-tetrahydro-pyran

Guidance literature:

With N-iodo-succinimide; 4 A molecular sieve; In toluene; at -30 ℃; for 1h;

DOI:10.1021/jo702250z

Reference yield: 51.0%

(3S,4R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-ol (1007224-14-7) → tert-butyl-[(2R,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]-dioxan-4-ylethynyl]-dimethylsilane (1007224-22-7)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 20h; pH=7.0;

DOI:10.1021/jo702250z

upstream raw materials:

(R)-1-(tert-butyl-dimethyl-silanyl)-5-(4-methoxy-benzyloxy)-4-methyl-pent-1-yn-3-one

Downstream raw materials:

(2R,3S,4R,5S,6S)-2-{(S)-3-(tert-butyl-dimethyl-silanyl)-1-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-prop-2-ynyloxy}-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-6-methyl-tetrahydro-pyran

tert-butyl-[(2R,4S,5R)-2-(4-methoxy-phenyl)-5-methyl-[1,3]-dioxan-4-ylethynyl]-dimethylsilane

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