(2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-ol

Base Information

• Chemical Name: (2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-ol
• CAS No.: 97827-31-1
• Molecular Formula: C₂₂H₃₆O₃S₂
• Molecular Weight: 412.658
• Mol file: 97827-31-1.mol

Synonyms:(2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-ol

Chemical Property of (2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-ol

There total 3 articles about (2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-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: 92.0%

ethane-1,2-dithiol (540-63-6) + (2S,5R,6R,9S,11R)-2-Benzyloxymethyl-5,9,11-trimethyl-1,7-dioxa-spiro[5.5]undecane → (2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-ol (97827-31-1)

Guidance literature:

With boron trifluoride diethyl etherate; at -40 ℃; for 24h;

DOI:10.1021/ja00304a062

Reference yield:

Toluene-4-sulfonic acid (3S,5R,6R,8S,11R)-8-benzyloxymethyl-5,11-dimethyl-1,7-dioxa-spiro[5.5]undec-3-ylmethyl ester → (2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-ol (97827-31-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / LiBEt₃H / tetrahydrofuran / 10 h

2: 92 percent / BF₃*OEt₂ / 24 h / -40 °C

With boron trifluoride diethyl etherate; lithium triethylborohydride; In tetrahydrofuran;

DOI:10.1021/ja00304a062

Reference yield:

((3R,5R,6R,8S,11R)-8-Benzyloxymethyl-5,11-dimethyl-1,7-dioxa-spiro[5.5]undec-3-yl)-methanol → (2S,5R)-1-Benzyloxy-5-[2-((1R,3S)-4-hydroxy-1,3-dimethyl-butyl)-[1,3]dithiolan-2-yl]-hexan-2-ol (97827-31-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Et₃N, DMAP / CH₂Cl₂

2: 93 percent / LiBEt₃H / tetrahydrofuran / 10 h

3: 92 percent / BF₃*OEt₂ / 24 h / -40 °C

With dmap; boron trifluoride diethyl etherate; lithium triethylborohydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00304a062

upstream raw materials:

ethane-1,2-dithiol