2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester
CAS No.:649723-19-3
Molecular Formula:C₄₄H₇₄O₁₂
Molecular Weight:795.064
Hs Code.:

2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Synonyms:2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

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Technology Process of 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

There total 5 articles about 2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-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: 48.0%

: 81058-27-7
2,3,4,6-tetra-O-pivaloyl-α-D-glucopyranosyl bromide

: 649723-18-2
(1R)-4-[(3S)-3-(2,2-dimethyl-1-oxopropyloxy)]-3,5,5-trimethylcyclohex-3-enol

: 649723-19-3
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; at 0 - 20 ℃; for 2.5h;
DOI:10.1248/cpb.51.878

Reference yield:

: 322474-89-5
Acetic acid (R)-4-((S)-3-hydroxy-but-1-ynyl)-3,5,5-trimethyl-cyclohex-3-enyl ester

: 649723-19-3
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / H₂ / Pd/C / ethanol / 3 h / 20 °C

2: pyridine / 15 h / 20 °C

3: 727 mg / NaOMe / methanol / 2 h / 20 °C

4: 48 percent / AgOTf; N,N-tetramethylurea; 4A molecular sieves / CH₂Cl₂ / 2.5 h / 0 - 20 °C

With pyridine; 4 A molecular sieve; hydrogen; sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; palladium on activated charcoal; In methanol; ethanol; dichloromethane;
DOI:10.1248/cpb.51.878

Reference yield:

: 3282-30-2
pivaloyl chloride

: 649723-19-3
2,2-Dimethyl-propionic acid (2R,3R,4S,5R,6R)-3,5-bis-(2,2-dimethyl-propionyloxy)-2-{(R)-4-[(S)-3-(2,2-dimethyl-propionyloxy)-butyl]-3,5,5-trimethyl-cyclohex-3-enyloxy}-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 15 h / 20 °C

2: 727 mg / NaOMe / methanol / 2 h / 20 °C

3: 48 percent / AgOTf; N,N-tetramethylurea; 4A molecular sieves / CH₂Cl₂ / 2.5 h / 0 - 20 °C

With pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; tetramethylurea; In methanol; dichloromethane;
DOI:10.1248/cpb.51.878