Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester

Base Information

• Chemical Name: Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester
• CAS No.: 199393-67-4
• Molecular Formula: C₂₅H₃₀O₅S₂
• Molecular Weight: 474.642

Synonyms:Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester

Chemical Property of Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester

Chemical Property:

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Technology Process of Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester

There total 3 articles about Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester 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:

(S)-benzyl glycidyl ether (2930-05-4,14618-80-5,89616-40-0,16495-13-9) → Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester (199393-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Ti(O-iPr)4 / tetrahydrofuran / 4 h / -78 - -40 °C

2: pyridine

With pyridine; titanium(IV) isopropylate; In tetrahydrofuran;

DOI:10.1021/jo0493774

Reference yield:

3-C-lithiated-5,6-dihydro-1,4-dithiin-2-yl[(4-methoxybenzyl)oxy]methane → Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester (199393-67-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Ti(O-iPr)4 / tetrahydrofuran / 4 h / -78 - -40 °C

2: pyridine

With pyridine; titanium(IV) isopropylate; In tetrahydrofuran;

DOI:10.1021/jo0493774

Reference yield:

acetic anhydride (108-24-7) + (2S)-1-(benzyloxy)-3-(3-{[(4-methoxybenzyl)oxy]methyl}-5,6-dihydro-1,4-dithiin-2-yl)propan-2-ol (199393-63-0) → Acetic acid (S)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester (199393-67-4)

Guidance literature:

With pyridine;

DOI:10.1021/jo0493774

upstream raw materials:

acetic anhydride

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

(S)-benzyl glycidyl ether

Downstream raw materials:

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

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

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

(5S,7S)-7-[(benzyloxy)methyl]-5-methoxy-2,3,7,8-tetrahydro-5H-[1,4]dithiino[2,3-c]pyran

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