(2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol

Base Information

• Chemical Name: (2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol
• CAS No.: 199393-64-1
• Molecular Formula: C₂₃H₂₈O₄S₂
• Molecular Weight: 432.605
• Mol file: 199393-64-1.mol

Synonyms:(2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol

Chemical Property of (2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol

There total 6 articles about (2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-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: 90.0%

(R)-benzyl glycidol (14618-80-5) + 3-C-lithiated-5,6-dihydro-1,4-dithiin-2-yl[(4-methoxybenzyl)oxy]methane → (2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol (199393-64-1)

Guidance literature:

With titanium(IV) isopropylate; In tetrahydrofuran; at -78 - -40 ℃; for 4h;

DOI:10.1021/jo0493774

Reference yield: 88.0%

(R)-benzyl glycidol (14618-80-5) + 1-[[O-(p-methoxybenzyl)-oxy]methyl]-5,6-dihydro-1,4-dithiin (199393-60-7) → (2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol (199393-64-1)

Guidance literature:

With titanium(IV) isopropylate; n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 1 h, 2.) -40 deg C, 3 h;

DOI:10.1021/jo9714627

Reference yield:

(5,6-dihydro-1,4-dithiin-2-yl)methanol (199393-68-5) → (2R)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol (199393-64-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide

2: BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution;

DOI:10.1080/15257779908041529

upstream raw materials:

(R)-benzyl glycidol

1-[[O-(p-methoxybenzyl)-oxy]methyl]-5,6-dihydro-1,4-dithiin

p-methoxybenzyl chloride

(5,6-dihydro-1,4-dithiin-2-yl)methanol

Downstream raw materials:

(2R,3S,5R)-6-Benzyloxy-1-(4-methoxy-benzyloxy)-hexane-2,3,5-triol

(2R,3R,4S,6R)-6-Benzyloxymethyl-3-bromo-2-methoxy-tetrahydro-pyran-4-ol

methyl 6-O-benzyl-4-deoxy-α-L-lyxo-hexopyranoside

(1R,2R,4R,6R)-4-Benzyloxymethyl-2-methoxy-3,7-dioxa-bicyclo[4.1.0]heptane