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

Base Information

Chemical Name:(5S,7R)-7-[(benzyloxy)methyl]-5-methoxy-2,3,7,8-tetrahydro-5H-[1,4]dithiino[2,3-c]pyran
CAS No.:294660-39-2
Molecular Formula:C₁₆H₂₀O₃S₂
Molecular Weight:324.465
Hs Code.:

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

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

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

There total 6 articles about (5S,7R)-7-[(benzyloxy)methyl]-5-methoxy-2,3,7,8-tetrahydro-5H-[1,4]dithiino[2,3-c]pyran 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:

: 294660-37-0
Acetic acid (R)-1-benzyloxymethyl-2-(3-formyl-5,6-dihydro-[1,4]dithiin-2-yl)-ethyl ester

: 294660-38-1
(5R,7R)-7-[(benzyloxy)methyl]-5-methoxy-2,3,7,8-tetrahydro-5H-[1,4]dithiino[2,3-c]pyran

: 294660-39-2
(5S,7R)-7-[(benzyloxy)methyl]-5-methoxy-2,3,7,8-tetrahydro-5H-[1,4]dithiino[2,3-c]pyran

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; TEA; In methanol; at 20 ℃; for 2h;
DOI:10.1021/jo0493774

Reference yield:

: 294660-36-9
Acetic acid (R)-1-benzyloxymethyl-2-[3-(4-methoxy-benzyloxymethyl)-5,6-dihydro-[1,4]dithiin-2-yl]-ethyl ester

: 294660-39-2
(5S,7R)-7-[(benzyloxy)methyl]-5-methoxy-2,3,7,8-tetrahydro-5H-[1,4]dithiino[2,3-c]pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

2: TEA; TMSOTf / methanol / 2 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; TEA; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; water;
DOI:10.1021/jo0493774

Reference yield:

: 14618-80-5
(R)-benzyl glycidol

: 294660-39-2
(5S,7R)-7-[(benzyloxy)methyl]-5-methoxy-2,3,7,8-tetrahydro-5H-[1,4]dithiino[2,3-c]pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / Ti(O-iPr)4 / tetrahydrofuran / 4 h / -78 - -40 °C

2: pyridine

3: 90 percent / DDQ / CH₂Cl₂; H₂O / 1 h / 20 °C

4: TEA; TMSOTf / methanol / 2 h / 20 °C

With pyridine; titanium(IV) isopropylate; trimethylsilyl trifluoromethanesulfonate; TEA; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo0493774