Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl ester

Base Information

Chemical Name:Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl ester
CAS No.:192864-10-1
Molecular Formula:C₂₂H₂₆O₄S
Molecular Weight:386.512
Hs Code.:

Synonyms:Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl ester

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Chemical Property of Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl ester

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Technology Process of Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl ester

There total 11 articles about Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl 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: 58.0%

: 546-67-8
lead(IV) tetraacetate

: 192864-09-8
(3S,4S)-3,4-Bis-benzyloxymethyl-tetrahydro-thiophene-2-carboxylic acid

: 192864-10-1
Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl ester

Guidance literature:: In pyridine; ethyl acetate; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4039(97)01035-6

Reference yield:

: 81177-24-4
(S,S)-1,4-bis(benzyloxy)-2,3-epoxybutane

: 192864-10-1
Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 94 percent / CuI / diethyl ether / 4.5 h / -10 °C

2: 88 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

3: 92 percent / OsO₄, NMO / H₂O; acetone / 16 h / Ambient temperature

4: 1.) NaIO₄, 2.) NaBH₄ / 1.) H₂O, MeOH, RT, 3 h, 2.) MeOH, 0 deg C, 0.5 h

5: 95 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

6: 97 percent / NaH / tetrahydrofuran / 2 h / Heating

7: 67 percent / nBu₄NF / tetrahydrofuran / 3 h / Ambient temperature

8: 96 percent / DMAP / pyridine / 12 h / Ambient temperature

9: 89 percent / NaH / tetrahydrofuran / 12 h / Ambient temperature

10: 84 percent / LiOH / H₂O / 12 h / Ambient temperature

11: 58 percent / pyridine; ethyl acetate / 0.5 h / Ambient temperature

With 1H-imidazole; dmap; lithium hydroxide; sodium tetrahydroborate; sodium periodate; copper(l) iodide; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(97)01035-6

Reference yield:

: 113368-83-5
(2R,3R)-2-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-4-penten-2-ol

: 192864-10-1
Acetic acid (3S,4S)-3,4-bis-benzyloxymethyl-tetrahydro-thiophen-2-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 88 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

2: 92 percent / OsO₄, NMO / H₂O; acetone / 16 h / Ambient temperature

3: 1.) NaIO₄, 2.) NaBH₄ / 1.) H₂O, MeOH, RT, 3 h, 2.) MeOH, 0 deg C, 0.5 h

4: 95 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

5: 97 percent / NaH / tetrahydrofuran / 2 h / Heating

6: 67 percent / nBu₄NF / tetrahydrofuran / 3 h / Ambient temperature

7: 96 percent / DMAP / pyridine / 12 h / Ambient temperature

8: 89 percent / NaH / tetrahydrofuran / 12 h / Ambient temperature

9: 84 percent / LiOH / H₂O / 12 h / Ambient temperature

10: 58 percent / pyridine; ethyl acetate / 0.5 h / Ambient temperature

With 1H-imidazole; dmap; lithium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(97)01035-6