(2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol

Base Information

• Chemical Name: (2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol
• CAS No.: 452082-47-2
• Molecular Formula: C₂₄H₃₀N₄O₆S
• Molecular Weight: 502.591
• Mol file: 452082-47-2.mol

Synonyms:(2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol

Chemical Property of (2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol

There total 3 articles about (2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol 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: 80.0%

5-[(S)-2-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-2-(4-methoxy-benzyloxy)-ethylsulfanyl]-1-phenyl-1H-tetrazole (452082-48-3) → (2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol (452082-47-2)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(02)00418-0

Reference yield:

1-Phenyl-1H-tetrazole-5-thiol (86-93-1) → (2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol (452082-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Ph₃P; DEAD / tetrahydrofuran / 1 h / 40 °C

2: 80 percent / MCPBA / CH₂Cl₂ / 24 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1016/S0040-4020(02)00418-0

Reference yield:

(1R,2S)-1-((R)-2,2-diethyl-1,3-dioxolan-4-yl)-2-((4-methoxybenzyl)oxy)ethan-1-ol (152386-85-1) → (2R,3S)-3-O-(4-methoxybenzyl)-1,2-O-(3-pentylidene)-4-(1-phenyl-1H-tetrazol-5-sulfonyl)-1,2,3-butantriol (452082-47-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Ph₃P; DEAD / tetrahydrofuran / 1 h / 40 °C

2: 80 percent / MCPBA / CH₂Cl₂ / 24 h / 20 °C

With 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1016/S0040-4020(02)00418-0

upstream raw materials:

5-[(S)-2-((R)-2,2-Diethyl-[1,3]dioxolan-4-yl)-2-(4-methoxy-benzyloxy)-ethylsulfanyl]-1-phenyl-1H-tetrazole

1-Phenyl-1H-tetrazole-5-thiol

(1R,2S)-1-((R)-2,2-diethyl-1,3-dioxolan-4-yl)-2-((4-methoxybenzyl)oxy)ethan-1-ol

Downstream raw materials:

(2R,3R,4E)-1,2-O-pentylidene-3-(4-methoxybenzyl)-4-octadecen-1,2,3-triol