tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-(hydroxymethyl)-α-D-erythro-hexopyranosid-2-ulose | 114094-36-9

分子结构分类

有机化合物 - 有机氧化合物

中文名称

——

中文别名

——

英文名称

tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-(hydroxymethyl)-α-D-erythro-hexopyranosid-2-ulose

英文别名

(2R,5R,6S)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-5-(hydroxymethyl)-2-[(2-methylpropan-2-yl)oxy]oxan-3-one

tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-(hydroxymethyl)-α-D-erythro-hexopyranosid-2-ulose化学式

CAS

114094-36-9

化学式

C₁₇H₃₄O₅Si

mdl

——

分子量

346.539

InChiKey

CAOCOFMYCQVLTR-BPLDGKMQSA-N

BEILSTEIN

——

EINECS

——

物化性质

沸点：

402.1±45.0 °C(predicted)
密度：

1.01±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

辛醇/水分配系数(LogP)：

3.12
重原子数：

23.0
可旋转键数：

5.0
环数：

1.0
sp3杂化的碳原子比例：

0.94
拓扑面积：

64.99
氢给体数：

1.0
氢受体数：

5.0

上下游信息

下游产品

中文名称	英文名称	CAS号	化学式	分子量
——	tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-<(trimethylacetoxy)methyl>-α-D-erythro-hexopyranosid-2-ulose	114094-16-5	C₂₂H₄₂O₆Si	430.657
——	tert-butyl 3-acetamido-6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-<(trimethylacetoxy)methyl>-α-D-arabino-hexopyranosid-2-ulose	119794-62-6	C₂₄H₄₅NO₇Si	487.709
——	2,2-Dimethyl-propionic acid (2S,3R,4S,6R)-4-amino-6-tert-butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-pyran-3-ylmethyl ester	119794-72-8	C₂₃H₄₇NO₅Si	445.715
——	tert-butyl 3-acetamido-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-4-C-(hydroxymethyl)-2-C-methyl-α-D-glucopyranoside	119794-71-7	C₂₀H₄₁NO₅Si	403.635
——	tert-butyl 3-acetamido-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-4-C-(hydroxymethyl)-2-C-methyl-α-D-mannopyranoside	119794-70-6	C₂₀H₄₁NO₅Si	403.635
——	2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-4-acetylamino-6-tert-butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-3-ylmethyl ester	119794-60-4	C₂₄H₄₇NO₇Si	489.725
——	tert-butyl 3-acetamido-6-O-(tert-butyldimethylsilyl)-4-C-carbomethoxy-2,3,4-trideoxy-2-C-methyl-α-D-glucopyranoside	119794-76-2	C₂₁H₄₁NO₆Si	431.645
——	tert-butyl 6-O-(tert-butyldimethylsilyl)-3-(carbobenzyloxyamino)-2,3,4-trideoxy-4-C-(hydroxymethyl)-2-C-methyl-α-D-glucopyranoside	119794-74-0	C₂₆H₄₅NO₆Si	495.732
——	tert-butyl 6-O-(tert-butyldimethylsilyl)-3-(carbobenzyloxyamino)-2,3,4-trideoxy-4-C-(hydroxymethyl)-2-C-methyl-α-D-mannopyranoside	119794-75-1	C₂₆H₄₅NO₆Si	495.732
——	2,2-Dimethyl-propionic acid (2S,3R,4S,5S,6R)-4-benzyloxycarbonylamino-6-tert-butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-pyran-3-ylmethyl ester	114059-51-7	C₃₁H₅₃NO₇Si	579.85
——	2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-4-benzyloxycarbonylamino-6-tert-butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-pyran-3-ylmethyl ester	114059-52-8	C₃₁H₅₃NO₇Si	579.85
——	2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-4-benzyloxycarbonylamino-6-tert-butoxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-tetrahydro-pyran-3-ylmethyl ester	114059-51-7	C₃₁H₅₃NO₇Si	579.85
——	tert-butyl 3-acetamido-6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-4-C-<(trimethylacetoxy)methyl>-2-C-methylene-α-D-arabino-hexopyranoside	119794-67-1	C₂₅H₄₇NO₆Si	485.737

反应信息

作为反应物：

描述：

tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-(hydroxymethyl)-α-D-erythro-hexopyranosid-2-ulose 生成 tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-<(trimethylacetoxy)methyl>-α-D-erythro-hexopyranosid-2-ulose

参考文献：

名称：

UDODONG, UKO E.;FRASER-REID, BERT, J. ORG. CHEM., 53,(1988) N 9, 2131-2132

摘要：

DOI：
作为产物：

描述：

tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-α-D-glycero-hex-3-enopyranosid-2-ulose 生成 tert-butyl 6-O-(tert-butyldimethylsilyl)-3,4-dideoxy-4-C-(hydroxymethyl)-α-D-erythro-hexopyranosid-2-ulose

参考文献：

名称：

UDODONG, UKO E.;FRASER-REID, BERT, J. ORG. CHEM., 53,(1988) N 9, 2131-2132

摘要：

DOI：

点击查看最新优质反应信息

文献信息

Electrophilic amination as a route to deoxyamino sugars: synthesis of the key intermediate for 1.beta.-methylcarbapenem

作者：Uko E. Udodong、Bert Fraser-Reid

DOI：10.1021/jo00244a061

日期：1988.4
Formal total synthesis of 1.beta.-methylcarbapenem via a novel route to deoxyamino sugars

作者：Uko E. Udodong、Bert Fraser-Reid

DOI：10.1021/jo00270a019

日期：1989.4