(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl ester
CAS No.:605669-64-5
Molecular Formula:C₂₄H₃₂O₇SSi
Molecular Weight:492.665
Hs Code.:

Synonyms:(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl ester

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Chemical Property of (2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl ester

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Technology Process of (2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl ester

There total 13 articles about (2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl 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: 100.0%

: 124-63-0
methanesulfonyl chloride

: 605669-63-4
(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-2-carboxylic acid methyl ester

: 605669-64-5
(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl ester

Guidance literature:: With pyridine; dmap;
DOI:10.1016/S0040-4039(03)01416-3

Reference yield:

: 165061-63-2
(-)-(3R,4R,4'R,5R)-<5-(2,2-dimethyl-1,3-dioxolan-4-yl)-4,5-dihydro-4-hydroxy-2(3H)-furanon-3-yl> trifluoromethanesulfonate

: 605669-64-5
(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: 87 percent / HCl

2.1: 86 percent / acetone; CSA

3.1: pyridine / CH₂Cl₂ / -30 °C

4.1: sodium azide / dimethylformamide

5.1: H₂ / Pd black / methanol

6.1: 100 percent / water; AcOH

7.1: 92 percent / imidazole / dimethylformamide / 0 °C

8.1: 92 percent / DEAD; PPh₃ / tetrahydrofuran

9.1: HCl / methanol

9.2: 81 percent / NaOMe / methanol

10.1: 84 percent / imidazole / dimethylformamide

11.1: 100 percent / DMAP; pyridine

With pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium azide; camphor-10-sulfonic acid; water; hydrogen; acetic acid; triphenylphosphine; acetone; diethylazodicarboxylate; palladium; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01416-3

Reference yield:

: 67321-94-2
O⁵,O⁶-isopropylidene-D-gulonic acid-4-lactone

: 605669-64-5
(2R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methanesulfonyloxy-tetrahydro-furan-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: 72 percent / pyridine / CH₂Cl₂ / -40 °C

2.1: 87 percent / HCl

3.1: 86 percent / acetone; CSA

4.1: pyridine / CH₂Cl₂ / -30 °C

5.1: sodium azide / dimethylformamide

6.1: H₂ / Pd black / methanol

7.1: 100 percent / water; AcOH

8.1: 92 percent / imidazole / dimethylformamide / 0 °C

9.1: 92 percent / DEAD; PPh₃ / tetrahydrofuran

10.1: HCl / methanol

10.2: 81 percent / NaOMe / methanol

11.1: 84 percent / imidazole / dimethylformamide

12.1: 100 percent / DMAP; pyridine

With pyridine; 1H-imidazole; hydrogenchloride; dmap; sodium azide; camphor-10-sulfonic acid; water; hydrogen; acetic acid; triphenylphosphine; acetone; diethylazodicarboxylate; palladium; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(03)01416-3