ChemicalBook > CAS DataBase List > (S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE

(S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE

Product Name: (S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE
CAS No.: 108149-60-6
Chemical Name: (S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE
Synonyms: (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-;Methyl (S)-N-Boc-2,2-diMethyloxazolidine-4-carboxylate;BOC-2,2-DIMETHYLOXAZOLIDINE-4-CARBOXYLIC ACID METHYL ESTER;methyl (s)-(-)-3-boc-2,2-dimethyl-4-oxazolidinecarboxylate;methyl (tert-butoxycarbonyl)dimethyloxazolidinecarboxylate;(S)-(-)-3-BOC-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE;(S)-(-)-3-Tert-Butoxycarbonyl-4-Methoxycarbonyl-2,2-Dimethyl...;(S)-3-Boc-2,2-dimethyl-oxazolidine-4-carboxylicacid methyl ester;3-(1,1-DiMethylethyl) 4-Methyl(S)-2,2-diMethyl-3,4-oxazolidinedi;TERT-BUTYL METHYL (4S)-2,2-DIMETHYLOXAZOLIDINE-3,4-DICARBOXYLATE
CBNumber: CB9494756
Molecular Formula: C12H21NO5
Formula Weight: 259.3
MOL File: 108149-60-6.mol

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(S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE Property

Boiling point:: 101-102 °C2 mm Hg(lit.)
Density: 1.082 g/mL at 25 °C(lit.)
refractive index: n20/D 1.443(lit.)
Flash point:: 199 °F
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
form: Liquid
pka: -3.58±0.60(Predicted)
color: Clear yellow
optical activity: [α]20/D 55°, c = 1.3 in chloroform
CAS DataBase Reference: 108149-60-6(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-37/39
RIDADR: NA 1993 / PGIII
WGK Germany: 3
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 410438
Product name: Methyl (S)-(?)-3-Boc-2,2-dimethyl-4-oxazolidinecarboxylate
Purity: 98%
Packaging: 5g
Price: $48
Updated: 2023/06/20

TCI Chemical

Product number: B1755
Product name: (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine
Purity: >96.0%(GC)
Packaging: 1g
Price: $30
Updated: 2025/07/31

TCI Chemical

Product number: B1755
Product name: (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine
Purity: >96.0%(GC)
Packaging: 5g
Price: $121
Updated: 2025/07/31

TCI Chemical

Product number: B1755
Product name: (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine
Purity: >96.0%(GC)
Packaging: 25g
Price: $481
Updated: 2025/07/31

TRC

Product number: B809850
Product name: (S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine
Packaging: 100mg
Price: $75
Updated: 2021/12/16

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(S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE Chemical Properties,Usage,Production

Chemical Properties

Clear yellow liquid

Uses

(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine is a useful intermediate used in the improved synthesis of Garner′s aldehyde and analogs with multiple pharmaceutical applications.

Synthesis

2766-43-0

77-76-9

95715-86-9

To a solution of Boc-L-serine methyl ester (2a, 1.94 g, 8.85 mmol, 1.00 eq.) in dichloromethane (20.0 mL) was added 2,2-dimethoxypropane (3.25 mL, 26.6 mmol, 3.00 eq.) and boron trifluoride-ether complex (0.0553 mL, 0.443 mmol, 0.500 equivalent) in a dilute solution in dichloromethane (15.0 mL). The reaction mixture was stirred at 25 °C for 3 h and then quenched with saturated aqueous NaHCO3 solution. The aqueous layer was extracted with two portions of ethyl acetate. The combined organic layers were washed with 10% NaCl aqueous solution, dried with Na2SO4, filtered, and concentrated in vacuum. Purification of the residue by silica gel column chromatography (16% hexane solution of ethyl acetate) afforded (R)-(-)-3-BOC-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine (2.28 g, 8.79 mmol, 99%) as a colorless oil.

References

[1] Beilstein Journal of Organic Chemistry, 2017, vol. 13, p. 106 - 110
[2] Tetrahedron Letters, 1999, vol. 40, # 1, p. 113 - 116
[3] European Journal of Organic Chemistry, 2017, vol. 2017, # 6, p. 1045 - 1051
[4] Patent: WO2015/156601, 2015, A1. Location in patent: Page/Page column 23; 24; 25
[5] Organic Letters, 2003, vol. 5, # 23, p. 4253 - 4256

(S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from (S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE manufacturers

Career Henan Chemical Co

Product: (S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE 108149-60-6
Price: US $6.60/KG
Min. Order: 500g
Purity: 98%
Supply Ability: 1kg, 50kg, 100kg
Release date: 2019-12-25

108149-60-6, (S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINERelated Search:

BOC-N-ME-SER-OH ethyl (hydroxymethyl)-carbamate 4-OXAZOLIDINECARBOXYLIC ACID Boc-L-serine methyl ester 3-(1,1-DIMETHYLETHYL)-4-METHYL-(R,S)-2,2-DIMETHYL-3,4-OXAZOLIDINEDICARBOXYLATE BOC-SER(ME)-OH (S)-N-BOC-2-AMINO-3-ETHOXY-PROPIONIC ACID (S)-(-)-3-TERT-BUTOXYCARBONYL-4-FORMYL-2,2-DIMETHYL-1,3-OXAZOLIDINE 1,1-DIMETHYLETHYL-(R,S)-4-FORMYL-2,2-DIMETHYL-3-OXAZOLIDINECARBOXYLATE 3-OXAZOLIDINECARBOXYLIC ACID N-BOC-N-ISOPROPYL-AMINO-ACETIC ACID (R)-4-HYDROXYMETHYL-2,2-DIMETHYL-OXAZOLIDINE-3-CARBOXYLIC ACID TERT-BUTYL ESTER (S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE (S)-3-(TERT-BUTOXYCARBONYL)-2,2-DIMETHYLOXAZOLIDINE-4-CARBOXYLIC ACID

3-tert-Butyl 4-methyl (4S)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate 98%

(S)-(-)-3-BOC-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE

(S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE

(S)-N-BOC-2,2-DIMETHYLOXAZOLINDINE-4-CARBOXYLIC ACID METHYL ESTER

2,2-DIMETHYL OXAZOLIDINE-3,4-DICARBOXYLIC ACID 3-TERT-BUTYL ESTER 4-METHYL ESTER

3-(1,1-DIMETHYLETHYL)-4-METHYL-(S)-2,2-DIMETHYL-3,4-OXAZOLIDINE CARBOXYLATE

3-(1,1-DIMETHYLETHYL)-4-METHYL-(S)-2,2-DIMETHYL-3,4-OXAZOLIDINEDICARBOXYLATE

3,4-Oxazolidinedicarboxylic acid, 2,2-diMethyl-, 3-(1,1-diMethylethyl) 4-Methyl ester, (4S)-

(S)-(-)-3-TERT-BUTOXYCARBONYL-4-METHOXYCARBONYL-2,2-DIMETHYL-1,3-OXAZOLIDINE-2

(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine

3-O-tert-butyl 4-O-methyl (4S)-2,2-dimethyl-1,3-oxazolidine-3,4-dicarboxylate

(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine, 98%, ee: 98%

(S)-3-tert-butyl4-methyl2,2-dimethyloxazolidine-3,4-dicarboxylate

(S)-2,2-Dimethyloxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

METHYL 3-(TERT-BUTOXYCARBONYL)-2, 2-DIMETHYL-4-OXAZOLIDINECARBOXYLATE

METHYL (S)-(-)-3-TERT-BUTOXYCARBONYL-2,2-DIMETHYL-4-OXAZOLIDINECARBOXYLATE

METHYL (S)-3-(TERT-BUTOXYCARBONYL)-2,2-DIMETHYL-4-OXAZOLIDINECARBOXYLATE

BOC-2,2-DIMETHYLOXAZOLIDINE-4-CARBOXYLIC ACID METHYL ESTER

(S)-3-Boc-2,2-dimethyl-oxazolidine-4-carboxylicacid methyl ester

Methyl (S)-(-)3-BOC-2,2-dimethyl-4-oxazolidinecarboxylate, tech., 93%

3-(1,1-DiMethylethyl) 4-Methyl(S)-2,2-diMethyl-3,4-oxazolidinedi

3-(1,1-Dimethylethyl)-4-methyl-(S)-2,2-dimethyl-3,4-oxazolidinedicarboxylate mainly S

(S)-(-)-3-Boc-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine Methyl (S)-(-)-3-tert-Butoxycarbonyl-2,2-dimethyl-4-oxazolidinecarboxylate

Methyl (S)-N-Boc-2,2-diMethyloxazolidine-4-carboxylate

(S)-(-)-3-tert-Butoxycarbonyl-4-Methoxycarbonyl-2,2-diMethyl-1,3-oxazolidine, ee: 98%

Methyl (S)-(-)-3-Boc-2,2-dimethyl-4-oxazolidinecarboxylate, 98% (99% ee)

methyl(s)-3-(t-butoxycarbonyl)-2,2-di-me-4-oxazolidinecarboxylate(ee)

methyl (s)-(-)-3-boc-2,2-dimethyl-4-oxazolidinecarboxylate

(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-

TERT-BUTYL METHYL (4S)-2,2-DIMETHYLOXAZOLIDINE-3,4-DICARBOXYLATE

3-(1,1-dimethylethyl)-4-methyl-(S)-2,2-dimethyl-3,4-oxazolidinedicarboxylate, 98 %

methyl (tert-butoxycarbonyl)dimethyloxazolidinecarboxylate

METHYL-(S)-3-(TERT.-BUTOXYCARBONYL)-2,2-DIMETHYL-4-OXAZOLIDINECARBOXYLATE, TECH.,93%

Methyl-(S)-3-(tert-butoxycarbonyl)-2,2-dimethyl-4-oxazolidinecarboxylate, tech.

Methyl (4S)-3-(tert-butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylate

Methyl (S)-(-)3-BOC-2,2-dimethyl-4-oxazolidinecarboxylate,93%,tech.

(S)-(-)-3-tert-Butoxycarbonyl-4-methoxycarbonyl-2,2-dimethyl-1,3-oxazolidine &gt

(S)-(-)-3-Tert-Butoxycarbonyl-4-Methoxycarbonyl-2,2-Dimethyl...

3-(tert-butyl) 4-methyl (S)-2,2-dimethyloxazolidine-3,4-dicarboxylate

Methyl (S)-(?)-3-Boc-2,2-dimethyl-4-oxazolidinecarboxylate

108149-60-6

Chiral Auxiliaries

Asymmetric Synthesis

Esters (Chiral)

Chiral Building Blocks

Oxazolidinone Derivatives

Chiral Building Blocks

Esters (Chiral)

Synthetic Organic Chemistry