(2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate

Base Information

Chemical Name:(2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate
CAS No.:1399816-44-4
Molecular Formula:C₆₀H₈₂O₇SSi
Molecular Weight:975.458
Hs Code.:

Synonyms:(2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate

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Chemical Property of (2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate

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Technology Process of (2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate

There total 5 articles about (2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate 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: 94.0%

: 1399816-62-6
4-(octadecylsulfonyl)benzoic acid

: 1399816-79-5
C₃₅H₄₂O₄Si

: 1399816-44-4
(2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1055/s-0031-1290406

Reference yield:

: 1399816-58-0
methyl 4-(octadecylthio)benzoate

: 1399816-44-4
(2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate; water / tetrahydrofuran / Inert atmosphere

2.2: pH < 2 / Inert atmosphere

3.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; water; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 3.1: Mitsunobu reaction;
DOI:10.1055/s-0031-1290406

Reference yield:

: 2885-00-9
Octadecanethiol

: 1399816-44-4
(2S,3R)-1,3-bis(benzyloxy)-5-((tert-butyldiphenylsilyl)oxy)pentan-2-yl 4-(octadecylsulfonyl)benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: caesium carbonate / dimethyl sulfoxide / 0.08 h / 20 °C / Inert atmosphere; Sonication

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide monohydrate; water / tetrahydrofuran / Inert atmosphere

3.2: pH < 2 / Inert atmosphere

4.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; water; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 4.1: Mitsunobu reaction;
DOI:10.1055/s-0031-1290406