2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl ester
CAS No.:139426-89-4
Molecular Formula:C₃₀H₄₈O₉
Molecular Weight:552.706
Hs Code.:

2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl ester

There total 16 articles about 2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl 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:

: 139427-03-5
<2S>-2-hydroxy-N-methoxy-N,3,3,4-tetramethyl-4-pentenamide

: 139426-89-4
2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: NaH / tetrahydrofuran; dimethylformamide / 0 °C

2: DIBAL / toluene / -78 °C

3: MgBr₂*Et₂O / CH₂Cl₂ / -40 °C

4: 2,6-lutidine / CH₂Cl₂ / 0 °C

5: 1. catecholborane; 2. H₂O₂ / 1. Rh(Ph₃P)Cl / 1. THF

6: CH₂Cl₂

7: 1. OsO₄, NMO; 2. NaIO₄ / 1. THF, t-BuOH, H₂O;

8: Et₃N / CH₂Cl₂ / 0 °C

9: BF₃*OEt₂ / tetrahydrofuran / -78 °C

10: 71 percent / HF / acetonitrile; H₂O / 25 °C

11: 9-BBN / tetrahydrofuran / ultrasound

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; boron trifluoride diethyl etherate; hydrogen fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; triethylamine; magnesium bromide; benzo[1,3,2]dioxaborole; Rh(Ph₃P)Cl; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo00033a009

Reference yield:

: 139426-78-1
<4S>-4-benzyl-3-(3,3,4-trimethyl-4-pentenoyl)-2-oxazolidinone

: 139426-89-4
2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 88 percent / 2-(phenylsulfonyl)-3-phenyloxaziridine, NaHMDS / tetrahydrofuran / -78 °C

2: AlMe₃ / CH₂Cl₂ / Heating

3: NaH / tetrahydrofuran; dimethylformamide / 0 °C

4: DIBAL / toluene / -78 °C

5: MgBr₂*Et₂O / CH₂Cl₂ / -40 °C

6: 2,6-lutidine / CH₂Cl₂ / 0 °C

7: 1. catecholborane; 2. H₂O₂ / 1. Rh(Ph₃P)Cl / 1. THF

8: CH₂Cl₂

9: 1. OsO₄, NMO; 2. NaIO₄ / 1. THF, t-BuOH, H₂O;

10: Et₃N / CH₂Cl₂ / 0 °C

11: BF₃*OEt₂ / tetrahydrofuran / -78 °C

12: 71 percent / HF / acetonitrile; H₂O / 25 °C

13: 9-BBN / tetrahydrofuran / ultrasound

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; boron trifluoride diethyl etherate; hydrogen fluoride; dihydrogen peroxide; trimethylaluminum; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; N-(benzenesulfonyl)-3-phenyloxaziridine; triethylamine; magnesium bromide; benzo[1,3,2]dioxaborole; Rh(Ph₃P)Cl; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo00033a009

Reference yield:

: 139426-80-5
(S)-2-(4-Methoxy-benzyloxy)-3,3,4-trimethyl-pent-4-enal

: 139426-89-4
2,2-Dimethyl-propionic acid (S)-3-[(2S,3S,5S,7R,8R,9S)-9-hydroxy-7-(2-hydroxy-ethyl)-3-(4-methoxy-benzyloxy)-4,4,8-trimethyl-1,6-dioxa-spiro[4.5]dec-2-yl]-3-methoxy-propyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: MgBr₂*Et₂O / CH₂Cl₂ / -40 °C

2: 2,6-lutidine / CH₂Cl₂ / 0 °C

3: 1. catecholborane; 2. H₂O₂ / 1. Rh(Ph₃P)Cl / 1. THF

4: CH₂Cl₂

5: 1. OsO₄, NMO; 2. NaIO₄ / 1. THF, t-BuOH, H₂O;

6: Et₃N / CH₂Cl₂ / 0 °C

7: BF₃*OEt₂ / tetrahydrofuran / -78 °C

8: 71 percent / HF / acetonitrile; H₂O / 25 °C

9: 9-BBN / tetrahydrofuran / ultrasound

With 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; boron trifluoride diethyl etherate; hydrogen fluoride; dihydrogen peroxide; triethylamine; magnesium bromide; benzo[1,3,2]dioxaborole; Rh(Ph₃P)Cl; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00033a009